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Total synthesis of (-)-saliniketals A and B.

Abstract:
A stereocontrolled total synthesis of the orthinine decarboxylase inhibitors saliniketals A and B is described. Key features of the 17-step route include the use of two boron aldol/reduction sequences to control six of the nine stereocenters, an intramolecular Wacker-type cyclization to install the bicyclic acetal core, and a late-stage Stille coupling to append the requisite (2 Z,4 E)-dienamide.
Publication status:
Published

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Publisher copy:
10.1021/ol801148d

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Organic letters
Volume:
10
Issue:
15
Pages:
3295-3298
Publication date:
2008-08-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Language:
English
Keywords:
Pubs id:
pubs:117843
UUID:
uuid:6ab76de3-9691-4a30-93ec-8a9e2709af12
Local pid:
pubs:117843
Source identifiers:
117843
Deposit date:
2012-12-19

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