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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APA Style

Hodgson, D., Talbot, E., & Clark, B. (2011). Catalytic asymmetric synthesis of (+)-anthecotulide using enyne and Meyer-Schuster rearrangements. Organic Letters, 13(21), 5751–5753.

MLA Style

Hodgson, D., et al. “Catalytic Asymmetric Synthesis of (+)-Anthecotulide Using Enyne and Meyer-Schuster Rearrangements.” Organic Letters, vol. 13, no. 21, 2011, pp. 5751–53.

Chicago Style

Hodgson, D, E Talbot, and B Clark. 2011. “Catalytic Asymmetric Synthesis of (+)-Anthecotulide Using Enyne and Meyer-Schuster Rearrangements.” Organic Letters 13 (21): 5751–53.
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Publisher copy:: 10.1021/ol202425e

Authors

+ Hodgson, D More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Role:: Author

+ Talbot, E More by this author

Role:: Author

+ Clark, B More by this author

Role:: Author

Journal:: Organic letters More from this journal
Volume:: 13
Issue:: 21
Pages:: 5751-5753
Publication date:: 2011-11-01
DOI:: 10.1021/ol202425e
EISSN:: 1523-7052
ISSN:: 1523-7060

Language:: English
Keywords:: Ketones

Stereoisomerism

Lactones

Cyclization

Molecular Structure

Sesquiterpenes

Catalysis
Pubs id:: pubs:186661
UUID:: uuid:d061eb84-0f29-4bb9-8dfd-3c9304a7b12a
Local pid:: pubs:186661
Source identifiers:: 186661
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2011

Licence:: Terms and Conditions of Use for Oxford University Research Archive

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