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Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.

Abstract:
A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins.
Publication status:
Published

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Publisher copy:
10.1039/b508833j

Authors


More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Journal:
Chemical Communications More from this journal
Issue:
35
Pages:
4481-4483
Publication date:
2005-09-01
DOI:
EISSN:
1364-548X
ISSN:
1359-7345


Language:
English
Pubs id:
pubs:33218
UUID:
uuid:c20493d8-b06c-4cd7-a0a7-73edea552500
Local pid:
pubs:33218
Source identifiers:
33218
Deposit date:
2012-12-19

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