Download or read book Studies Towards the Total Synthesis of spirastrellolide A written by Julien Genovino and published by . This book was released on 2010 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Toward the Total Synthesis of Spirastrellolide A written by Steven Merwin Kennedy and published by . This book was released on 2010 with total page 242 pages. Available in PDF, EPUB and Kindle. Book excerpt: Chapter one of this dissertation describes background into the biological properties of spirastrellolide A (SA) as a potent and selective protein phosphatase inhibitor. It then goes on to provide information on the isolation, structural elucidation, and structural features of SA. Additionally, it compares SA to other natural products with similar biological activity. Finally, chapter one ends with a literature review of synthetic work on SA and the other known spirastrellolides. By highlighting the total syntheses of spirastrellolide A methyl ester by Paterson and spirastrellolide F methyl ester by Fürstner an overview of synthetic challenges, strategies, and methods is seen. Other synthetic progress on the spirastrellolides is also briefly acknowledged. Chapter two provides a detailed account of my spirastrellolide A synthetic progress. It begins by analyzing synthetic challenges inherent to SA. Then my hypothesized synthetic plan for a total synthesis of SA is outlined. Synthetic advancement toward specific fragments of the SA carbon chain is discussed. It covers strategies employed for building the carbon framework of the molecule while installing necessary stereocenters. As chapter two continues, studies toward the synthesis of four distinct fragments of SA are explored. A synthesis of the C41-C47 side chain is explained. The C33-C40 fragment synthesis is also described. Next, the synthesis of stereospecific chlorohydrin containing molecules is examined. Finally, the progress toward a synthesis of the C1-C16 fragment is described in detail. The synthesis of this fragment focuses partially on the incorporation of methodology previously developed in the Chamberlin laboratory to install a cis-tetrahydropyran ring and an anti-1,3-diol moiety. The chapter concludes with suggested work. Chapter three provides all of the necessary information and data to repeat the work reported in chapter two. It begins with experimental procedures for synthesizing each of the key intermediates mentioned in successful synthetic routes. Each experimental procedure is followed by experimental data. Finally, chapter three is followed by an appendix with 1H and 13C NMR spectra useful for identifying key molecular structures.
Download or read book Total Synthesis of Spirastrellolide A Methyl Ester written by Jong Ho Lim and published by . This book was released on 2009 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book The Total Synthesis of spirastrellolide A Methyl Ester written by Philip James Maltas and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Towards the Total Synthesis of Spirastrellolide E written by Alexander Sokolsky and published by . This book was released on 2015 with total page 698 pages. Available in PDF, EPUB and Kindle. Book excerpt: This dissertation describes progress towards the synthesis of spirastrellolide E, a potent cytotoxic marine macrolide. In particular, the synthesis of advanced southern hemisphere fragments is reported. Chapter 1 details the isolation, structural determination, and biological activity of the spirastrellolide family, as well as synthetic efforts towards members of the family. Chapter 2 describes the evolution of the Smith group synthetic strategy towards the spirastrellolides, details the choice of target for a total synthesis effort, and describes a successful first generation approach to a relevant advanced southern hemisphere fragment. Key steps involve a convergent Type I Anion Relay Chemistry (ARC) union and a gold catalyzed directed spiroketalization. Chapter 3 then revises the overall retrosynthetic analysis by proposing a novel strategy for hemisphere union, involving a cross metathesis/epoxidation/epoxide ring opening cascade, and describes the synthesis of more than 500 mg of a revised southern hemisphere fragment. In addition, the mechanism of the key directed gold catalyzed spiroketalization is discussed in detail. A stereochemical rationale for diverging outcomes during spiroketalization is described.
Download or read book Studies Towards the Total Synthesis of Merrilactone A written by Jone Iriondo-Alberdi and published by . This book was released on 2007 with total page 232 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Total Synthesis of the Macrolide Core of spirastrellolide A written by S. M. Dalby and published by . This book was released on 2007 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Part A Studies Directed Towards the Total Synthesis of A 23187 Part B Formal Total Synthesis of A 23187 written by Eric L. Williams and published by . This book was released on 1980 with total page 164 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Towards the Total Synthesis of Superstolide A written by Yuichi Tateno and published by . This book was released on 2005 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Towards the Total Synthesis of Merrilactone A written by Karsten Meyer and published by . This book was released on 2009 with total page 210 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Towards the Total Synthesis of Ustiloxin A written by Luke Hunter and published by . This book was released on 2004 with total page 316 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Towards the Total Synthesis of the Epothilones A and B written by Jane Elaine Fletcher and published by . This book was released on 2000 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Towards the Total Synthesis of Superstolide A and the Auriside Aglycon written by Angela Claire Mackay and published by . This book was released on 2003 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Towards the Total Synthesis of the Spongistatins written by A. Hodgson and published by . This book was released on 2001 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Synthetic Studies Towards the Total Synthesis of Lancifodilactone G written by Sanil Sreekumar and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis presents our studies towards the first total synthesis of the novel anti- HIV agent lancifodilactone G, which has a highly unusual aliphatic enol. The first chapter provides a survey of architecturally diverse nortriterpenoids that were isolated from the Schisandraceae family. A proposed biosynthetic pathway for lancifodilactone G and closely related natural products provides a rationale for the formation of the consecutive 7/8/5 fused carbo cycles that are unique to Schisandra nortriterpenoids. Chapter 1 goes on to outline the reported strategies to access the core of lancifodilactone G and concludes with a retrosynthetic analysis proposed by the Evans group, which includes a biosynthetically inspired single-pot polycyclisation reaction. Chapter 2 describes the highly stereocontrolled synthesis of the eastern fragment (F-G rings) using transition metal-mediated Pauson-Khand reaction. This chapter also reviews the metal-mediated diastereoselective Pauson-Khand reaction directed by the stereogenic centre at C2, with the ample illustration to total synthesis. Attempted strategies for the assembly of the bicyclic cyclopentanone motif via a dienyl Pauson-Khand reaction of silicon- and oxygen- tethered diene-enes are presented. The failure of these strategies at different stages of the synthesis resulted in the exploration of a classical Pauson-Khand approach, which successfully furnished the eastern fragment. Finally, a second-generation synthesis is described which provided the fully functionalised eastern fragment with improved efficiency and overall yield. Chapter 3 discusses the successful synthesis of the western fragment (B-C rings) using a diastereoselective [4+3] cycloaddition strategy. Attempted strategies for the synthesis of the key 2,3-disubstituted furan derivative are presented, which was achieved via a hetero Pauson- Khand reaction. This chapter includes a brief account of the classical [4+3] cycloaddition reactions of furans using an in situ generated oxyallyl cation and also employing vinyl carbenoids in the metal-catalysed version. The review also highlights the application of the [4+ 3] cycloaddition reaction in the expeditious assembly of functionalised 7-membered rings that occur in a number of important biologically active natural products. The third chapter goes on to describe the application of these cycloaddition reactions in the synthesis of the fully functionalised western fragment of Lancifodilactone G. Chapter 4 describes a model study aimed at expediting the synthesis of the western fragment using a rhodium-catalysed allylic substitution reaction. A brief mechanistic discussion on unique aspects of the allylic alkylation reaction is illustrated. Chapter 4 concludes by outlining the coupling strategy for eastern and western fragments and the end game studies for the completion of the synthesis of lancifodilactone G.
Download or read book Studies Towards the Total Synthesis of the Antimicrobial Sarcophytolide written by Steven Michael Toms and published by . This book was released on 2003 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies Directed Towards the Total Synthesis of Altohyrtin A written by Pierre D. Kary and published by . This book was released on 1998 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
