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Direct enantio- and diastereoselective Mannich reactions of malonate and beta-keto esters with N-Boc and N-Cbz aldimines catalysed by a bifunctional cinchonine derivative.

Abstract:
A highly enantioselective Mannich reaction between malonate esters and N-Boc and N-Cbz aldimines, catalysed by a bifunctional cinchonine derivative, has been developed; extension of this methodology to encompass the use of 2-substituted-1,3-dicarbonyl nucleophiles allows the formation of adjacent stereocentres, one of which is quaternary, in high relative and absolute stereocontrol.
Publication status:
Published

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Publisher copy:
10.1039/b515725k

Authors


Tillman, AL More by this author
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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
Chemical communications (Cambridge, England)
Issue:
11
Pages:
1191-1193
Publication date:
2006-03-05
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
URN:
uuid:ec39e84b-f426-4b99-b2a1-0989606efa8c
Source identifiers:
39850
Local pid:
pubs:39850

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