A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B.

A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Research Abstract Details 

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A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Abstract Text:

Barry B Snider,Xiaoxing Wu,Seiichi Nakamura,Shunichi Hashimoto,

[reaction: see text] Reaction of bisacetoxy pyranone 9 with Et3N gave 3-oxidopyrylium ylide 10, which underwent a stereo- and regiospecific [5 + 2] cycloaddition with alpha-methylenebutyrolactone to afford 16 (34%). Treatment of 16 with Cs2CO3 resulted in hydrolysis of the lactone and acetate and conjugate addition of the hydroxyethyl group to the enone. Lactonization on acidification afforded 4 (57%), completing a two-step, formal synthesis of polygalolides A and B.

A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Publishing Authors By Initials

BB Snider,X Wu,S Nakamura,S Hashimoto,

For similar organic chemicals: phenols research abstracts see: organic chemicals: phenols research

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A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: Organic letters

VOLUME: 9

Page Numbers: 873-4

Journal Abbreviation: Org. Lett.

ISSN: 1523-7060

DAY: 1

MONTH: 02

YEAR: 2007

A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Information

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LANGUAGE: eng

NlmUniqueID: 100890393

A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Keywords Mesh Terms:

KEYWORDS: Phenols

MESH TERMS: chemistry

Chemical & Substance for Abstract: A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B. Information

Substance Name: polygalolide B

Registry Number: 0

Grant and Affiliation Information for A short, formal, biomimetic synthesis of (+/-)-polygalolides A and B.

AFFILIATION: Department of Chemistry MS 015, Brandeis University, Waltham, Massachusetts 02454-9110, USA. snider@brandeis.edu

Country: United States

AGENCY: United States NIGMS

GRANT: GM-50151

ACRONYM: GM

MEDLINETA: Org Lett

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