Journal article

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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APA Style

Tillman, A., Ye, J., & Dixon, D. (2006). 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. Chemical Communications, 11, 1191–1193.

MLA Style

Tillman, A., et al. “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.” Chemical Communications, no. 11, 2006, pp. 1191–93.

Chicago Style

Tillman, A, J Ye, and D Dixon. 2006. “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.” Chemical Communications, no. 11: 1191–93.
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Publisher copy:: 10.1039/b515725k

Authors

+ Tillman, A More by this author

Role:: Author

+ Ye, J More by this author

Role:: Author

+ Dixon, D 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:: 11
Pages:: 1191-1193
Publication date:: 2006-03-01
DOI:: 10.1039/b515725k
EISSN:: 1364-548X
ISSN:: 1359-7345

Language:: English
Keywords:: Mannich Bases

Stereoisomerism

Models, Molecular

Cinchona Alkaloids

Imines

Molecular Structure

Catalysis

Esters

Malonates

Ketones
Pubs id:: pubs:39850
UUID:: uuid:ec39e84b-f426-4b99-b2a1-0989606efa8c
Local pid:: pubs:39850
Source identifiers:: 39850
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2006

Licence:: Terms and Conditions of Use for Oxford University Research Archive

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