Total Synthesis of (−)-Enigmazole A

[Image: see text] A highly convergent, stereocontrolled total synthesis of the architecturally complex marine sponge metabolite (−)-enigmazole A has been achieved. Highlights include an unprecedented late-stage large-fragment Petasis–Ferrier union/rearrangement, a multicomponent Type I Anion Relay C...

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Autores principales: Ai, Yanran, Kozytska, Mariya V., Zou, Yike, Khartulyari, Anton S., Smith, Amos B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4700938/
https://www.ncbi.nlm.nih.gov/pubmed/26632969
http://dx.doi.org/10.1021/jacs.5b11540
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author Ai, Yanran
Kozytska, Mariya V.
Zou, Yike
Khartulyari, Anton S.
Smith, Amos B.
author_facet Ai, Yanran
Kozytska, Mariya V.
Zou, Yike
Khartulyari, Anton S.
Smith, Amos B.
author_sort Ai, Yanran
collection PubMed
description [Image: see text] A highly convergent, stereocontrolled total synthesis of the architecturally complex marine sponge metabolite (−)-enigmazole A has been achieved. Highlights include an unprecedented late-stage large-fragment Petasis–Ferrier union/rearrangement, a multicomponent Type I Anion Relay Chemistry (ARC) tactic, and a dithiane–epoxide union in conjunction with an oxazole-directed stereoselective reduction.
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spelling pubmed-47009382016-12-03 Total Synthesis of (−)-Enigmazole A Ai, Yanran Kozytska, Mariya V. Zou, Yike Khartulyari, Anton S. Smith, Amos B. J Am Chem Soc [Image: see text] A highly convergent, stereocontrolled total synthesis of the architecturally complex marine sponge metabolite (−)-enigmazole A has been achieved. Highlights include an unprecedented late-stage large-fragment Petasis–Ferrier union/rearrangement, a multicomponent Type I Anion Relay Chemistry (ARC) tactic, and a dithiane–epoxide union in conjunction with an oxazole-directed stereoselective reduction. American Chemical Society 2015-12-03 2015-12-16 /pmc/articles/PMC4700938/ /pubmed/26632969 http://dx.doi.org/10.1021/jacs.5b11540 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Ai, Yanran
Kozytska, Mariya V.
Zou, Yike
Khartulyari, Anton S.
Smith, Amos B.
Total Synthesis of (−)-Enigmazole A
title Total Synthesis of (−)-Enigmazole A
title_full Total Synthesis of (−)-Enigmazole A
title_fullStr Total Synthesis of (−)-Enigmazole A
title_full_unstemmed Total Synthesis of (−)-Enigmazole A
title_short Total Synthesis of (−)-Enigmazole A
title_sort total synthesis of (−)-enigmazole a
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4700938/
https://www.ncbi.nlm.nih.gov/pubmed/26632969
http://dx.doi.org/10.1021/jacs.5b11540
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