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Synthesis of taurospongin A.

Abstract:
Two new routes to the C(1-10) carboxylic acid core of taurospongin A are presented. In the first route, overall asymmetric hydration of a C(2)-C(3) alkene is achieved by Sharpless AD and selective deoxygenation at C(2); in the second route, the C(3) stereogenic center is set by Tietze asymmetric allylation. A short synthesis of the C(1'-25') fatty acid combines with the product from the first route to complete the total synthesis of taurospongin A.
Publication status:
Published

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Publisher copy:
10.1021/ol100906k

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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:
12
Issue:
12
Pages:
2818-2821
Publication date:
2010-06-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Language:
English
Keywords:
Pubs id:
pubs:58736
UUID:
uuid:f33b1fa7-ac61-4f39-a906-44260d5213b6
Local pid:
pubs:58736
Source identifiers:
58736
Deposit date:
2012-12-19

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