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Journal article

The total synthesis of (+)-aspicilin using 2,3-butane diacetal protected butane tetrols via a chiral memory protocol

Abstract:: The total syntheses of the polyhydroxylated macrolactone (+)-aspicilin and a diastereoisomer have been achieved via a concise route, starting from the spatially desymmetrized (R′,R′,R,S)-2,3-butanediacetal-protected butane tetrol 13. The key steps include a regioselective silyl protection of 13 and a stereoselective Lewis acid mediated addition of allyltributylstannane to the equatorially disposed aldehyde of 4. Macrocyclization is achieved using ring closing metathesis, after which selective...
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Publication status:: Published

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APA Style

Dixon, D., Foster, A., & Ley, S. (2001). The total synthesis of (+)-aspicilin using 2,3-butane diacetal protected butane tetrols via a chiral memory protocol. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 79(11), 1668–1680.

MLA Style

Dixon, D., et al. “The Total Synthesis of (+)-Aspicilin Using 2,3-Butane Diacetal Protected Butane Tetrols via a Chiral Memory Protocol.” CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, vol. 79, no. 11, 2001, pp. 1668–80.

Chicago Style

Dixon, D, A Foster, and S Ley. 2001. “The Total Synthesis of (+)-Aspicilin Using 2,3-Butane Diacetal Protected Butane Tetrols via a Chiral Memory Protocol.” CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE 79 (11): 1668–80.
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Publisher copy:: 10.1139/cjc-79-11-1668

Authors

+ Dixon, D More by this author

Institution:

University of Oxford

Division:

MPLS

Department:

Chemistry

Sub department:

Organic Chemistry

Role:

Author

+ Foster, A More by this author

Role:

Author

+ Ley, S More by this author

Role:

Author

Bibliographic Details

Journal:: CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
Volume:: 79
Issue:: 11
Pages:: 1668-1680
Publication date:: 2001-11-01
DOI:: 10.1139/cjc-79-11-1668
ISSN:: 0008-4042

Item Description

Language:: English
Keywords:: butanediacetal

metathesis

desymmetrization

macrolactone

aspicilin
Pubs id:: pubs:52086
UUID:: uuid:cc9290bc-4691-461d-ba7f-87fc75371186
Local pid:: pubs:52086
Source identifiers:: 52086
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2001

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

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