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Homoallylic alcohols and trichloroacetamides as hydrogen bond donors for directed dihydroxylation

Abstract:
The synthesis and directed dihydroxylation of a series of homoallylic alcohols and trichloroacetamides is described. Using the combination of OsO4 and TMEDA, moderate to high levels of stereoselectivity were obtained, depending upon the structure of the substrate. Proof of the structure of two osmate esters was obtained through X-ray crystallography. © 2001 Elsevier Science Ltd. All rights reserved.
Publication status:
Published

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
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Journal:
TETRAHEDRON LETTERS
Volume:
42
Issue:
51
Pages:
8951-8954
Publication date:
2001-12-17
DOI:
ISSN:
0040-4039
Source identifiers:
38034
Language:
English
Pubs id:
pubs:38034
UUID:
uuid:1f36b506-0dc9-4252-8259-4b7e1ddb1193
Local pid:
pubs:38034
Deposit date:
2012-12-19

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