Highly enantioselective conjugate addition of ketones to alkylidene malonates catalyzed by a pyrrolidinyl-camphor-derived organocatalyst

Dhananjay R. Magar; Chihliang Chang; Ying Fang Ting; Kwunmin Chen

doi:10.1002/ejoc.201000072

Highly enantioselective conjugate addition of ketones to alkylidene malonates catalyzed by a pyrrolidinyl-camphor-derived organocatalyst

Dhananjay R. Magar, Chihliang Chang, Ying Fang Ting, Kwunmin Chen^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

Abstract

Pyrrolidinyl-camphor derivatives have been proven to be efficient organocatalysts for enantioselective conjugate addition of ketones to alkylidene malonates, affording high chemical yields (up to 95 %) of the corresponding products with high to excellent levels of diastereoselectivity (up to >99:1 dr) and enantioselectivity (up to 96%ee) under solvent-free reaction conditions at ambient temperature.

Original language	English
Pages (from-to)	2062-2066
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	11
DOIs	https://doi.org/10.1002/ejoc.201000072
Publication status	Published - 2010 Apr

Keywords

Diesters
Enantioselectivity
Ketones
Lactones
Michael addition
Organocatalysis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.201000072

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abstract = "Pyrrolidinyl-camphor derivatives have been proven to be efficient organocatalysts for enantioselective conjugate addition of ketones to alkylidene malonates, affording high chemical yields (up to 95 %) of the corresponding products with high to excellent levels of diastereoselectivity (up to >99:1 dr) and enantioselectivity (up to 96%ee) under solvent-free reaction conditions at ambient temperature.",

keywords = "Diesters, Enantioselectivity, Ketones, Lactones, Michael addition, Organocatalysis",

author = "Magar, {Dhananjay R.} and Chihliang Chang and Ting, {Ying Fang} and Kwunmin Chen",

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doi = "10.1002/ejoc.201000072",

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AU - Magar, Dhananjay R.

AU - Chang, Chihliang

AU - Ting, Ying Fang

AU - Chen, Kwunmin

PY - 2010/4

Y1 - 2010/4

N2 - Pyrrolidinyl-camphor derivatives have been proven to be efficient organocatalysts for enantioselective conjugate addition of ketones to alkylidene malonates, affording high chemical yields (up to 95 %) of the corresponding products with high to excellent levels of diastereoselectivity (up to >99:1 dr) and enantioselectivity (up to 96%ee) under solvent-free reaction conditions at ambient temperature.

AB - Pyrrolidinyl-camphor derivatives have been proven to be efficient organocatalysts for enantioselective conjugate addition of ketones to alkylidene malonates, affording high chemical yields (up to 95 %) of the corresponding products with high to excellent levels of diastereoselectivity (up to >99:1 dr) and enantioselectivity (up to 96%ee) under solvent-free reaction conditions at ambient temperature.

KW - Diesters

KW - Enantioselectivity

KW - Ketones

KW - Lactones

KW - Michael addition

KW - Organocatalysis

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JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 11

ER -

Highly enantioselective conjugate addition of ketones to alkylidene malonates catalyzed by a pyrrolidinyl-camphor-derived organocatalyst

Abstract

Keywords

ASJC Scopus subject areas

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