Download or read book Progress Towards the Total Synthesis of Amphidinolide E written by Andrew Frederick Nolting and published by . This book was released on 2006 with total page 194 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Progress Towards the Total Synthesis and Structural Assignment of Amphidinolide N and Caribenolide I written by William E. Brenzovich (Jr.) and published by . This book was released on 2008 with total page 916 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Progress Towards the Total Synthesis of the Potent Antitumor Antibiotic Amphidinolide C written by Jesse D. Carrick and published by . This book was released on 2004 with total page 170 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Progress Towards the Total Synthesis of Amphidinolide C written by Nicholas A. Morra and published by . This book was released on 2012 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: A second generation catalyst for the Mukaiyama oxidative cyclization for the formation of trans-THF rings is described. Co(nmp)2, displays increased stability to the reaction conditions, resulting in lower catalyst loadings, lower reaction temperatures, and significantly higher purity and yields of the products. Three procedures have been developed with this new water-soluble catalyst that greatly simplifies the post-reaction purification, making this procedure the premier method of forming trans-THF rings. This new catalyst has been applied towards the total synthesis of the potently bioactive macrocycle, Amphidinolide C. Herein we report the successful synthesis of several fragments of the natural product, and our attempts at coupling them to complete the synthesis. The C(1)-C(9) was achieved via two routes, both utilizing the highly effective oxidation catalyst Co(nmp)2 to form the methyl substituted trans-THF ring. Synthetic highlights include a regioselective Shi epoxidation, and the design and introduction of a novel Lewis acid (BF2OBn×OEt2) to facilitate a stereoselective reductive epoxide opening. The C(18)-C(34) fragment was also achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. Synthetic highlights of this fragment include a selective methylation of a diyne, and a highly selective alkynylation of a THF aldehyde, achieving excellent dr (>20:1) without the addition of an external chiral compound. Advanced intermediates comprising the entirety of the carbon backbone of the molecule have been synthesized, which in theory could complete the total synthesis in as few as two bond forming steps.

Download or read book Total Synthesis of Amphidinolide E and Amphidinolide E Stereoisomers written by Porino J. Va and published by . This book was released on 2007 with total page 472 pages. Available in PDF, EPUB and Kindle. Book excerpt: Detailed in the following thesis are stereocontrolled syntheses of four amphidinolide E stereoisomers: amphidinolide E, 2- epi -amphidinolide E, 19- epi -amphidinolide E, and 2- epi -19- epi -amphidinolide E. Preliminary studies targeting amphidinolide E led to the inadvertent syntheses of 2- epi -amphidinolide E and 2- epi -19- epi -amphidinolide E due to an unexpected and highly selective C2 inversion during the modified Yamaguchi esterification step involving the (2 S, 3 S) (CO) 3 Fe-complexed dienoic acid. Ultimately, this C2 inversion phenomenon was discovered and use of the (2 S, 3 R) (CO) 3 Fe-complexed dienoic acid enabled the syntheses of amphidinolide E and 19- epi -amphidinolide E. Featured in the synthetic route is the synthesis of the tetrahydrofuran core of amphidinolide E through a highly diastereoselective [3+2] annulation reaction. Also noteworthy, are the synthesis of the 19-membered macrocycle via a ring closing metathesis reaction and use of the (CO) 3 Fe-unit as a diene protecting group to enable an efficient esterification of the hindered alcohol substrate.

Download or read book Progress Towards an Alternative Total Synthesis of the Marine Macrolide Amphidinolide J written by Christopher Michael Verdon and published by . This book was released on 2010 with total page 374 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Towards the Total Synthesis of Amphidinolide F written by Daniel A. Mills and published by . This book was released on 2021 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Studies Toward the Synthesis of the Amphidinolides written by Brian J. Myers and published by . This book was released on 2000 with total page 428 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Towards a Total Synthesis of amphidinolide K written by Natalie E. Campbell and published by . This book was released on 2014 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Progress Towards the Total Synthesis of Chlorothricolide written by Steven Edward Hall and published by . This book was released on 1982 with total page 344 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Studies Toward the Total Synthesis of Amphidinolide C written by Robert H. Bates and published by . This book was released on 2009 with total page 394 pages. Available in PDF, EPUB and Kindle. Book excerpt: Amphidinolide C is one of the most biologically potent members of the amphidinolide family of natural products. Detailed in this thesis are studies toward the total synthesis of this complex macrolide. Three distinct syntheses of the C(1)-C(9) fragment are described. The first generation synthesis involves a diastereoselective chelate-controlled [3+2]-annulation reaction to form the C(3)-C(6) trans tetrahydrofuran. The second generation approach takes advantage of the C(4) methyl substituent to induce diastereoselectivity in an intramolecular hetero-Michael cyclization to form the same tetrahydrofuran. The third generation incorporates a non-chelate-controlled [3+2]-annulation reaction to afford the cis tetrahydrofuran product, followed by a base-promoted epimerization to the desired trans tetrahydrofuran. This route was accomplished in fewer steps than the first generation synthesis. Also described are stereoselective syntheses of the C(18)-C(34) C(10)-C(26) fragments of amphidinolide C, and the C(10)-C(29) fragment of amphidinolide F, a closely related natural product. Finally, a clear plan for the completion of the total synthesis of amphidinolide C is presented.

Download or read book Progress in Heterocyclic Chemistry written by Gordon Gribble and published by Elsevier. This book was released on 2003-07-23 with total page 475 pages. Available in PDF, EPUB and Kindle. Book excerpt: This is the fifteenth annual volume of Progress in Heterocyclic Chemistry, which covers the literature published during 2002. The volume opens with three reviews on current heterocyclic topics. The highlight chapters in Volume 15 are all written by leading researchers in their field and these chapters constitute a systematic survey of the important original material reported in the literature on heterocyclic chemistry in 2002. As with previous volumes in the series, Volume 15 will enable the reader to keep abreast of developments in heterocyclic chemistry in an effortless way. A critical review of the heterocyclic literature published during 2002 Opens with three specialized reviews on new developing topics of interest to heterocyclic chemists. Subsequent chapters review advances in the formation and reaction of heterocyclic rings Chapters all written by leading researchers in their field

Download or read book Towards the Total Synthesis of Amphidinolide C written by Guang Yang and published by . This book was released on 2013 with total page 213 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Progress Towards the Total Synthesis of Dichlorolissoclimide written by Jennifer Marie Murphy and published by . This book was released on 2011 with total page 374 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Towards the Total Synthesis of Amphidinolides C and F written by Ludovic Decultot and published by . This book was released on 2016 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Progress Towards the Total Synthesis of 4 hydroxydictyolactone written by Nathan Miller and published by . This book was released on 2008 with total page 240 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Studies Towards the Total Synthesis of Amphidinolides O and P written by Matthew A. Foster and published by . This book was released on 2001 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: