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Journal article

Catalytic asymmetric synthesis of (+)-anthecotulide using enyne and Meyer-Schuster rearrangements.

Abstract:
The bioactive sesquiterpene lactone (+)-anthecotulide (1) is synthesized for the first time, in a six-step sequence devoid of protecting groups. The key transformations are a novel Rh(I)-catalyzed asymmetric enyne rearrangement of a terminal alkynyl ester (4), to form the α-methylene-γ-butyrolactone core, and a final-step mild Au(I)-catalyzed Meyer-Schuster rearrangement.
Publication status:
Published

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Publisher copy:
10.1021/ol202425e

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Organic letters More from this journal
Volume:
13
Issue:
21
Pages:
5751-5753
Publication date:
2011-11-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Language:
English
Keywords:
Pubs id:
pubs:186661
UUID:
uuid:d061eb84-0f29-4bb9-8dfd-3c9304a7b12a
Local pid:
pubs:186661
Source identifiers:
186661
Deposit date:
2012-12-19

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