A Heterodinuclear asymmetric catalyst for conjugate additions of α-hydroxyketones to β-substituted nitroalkenes

Barry M. Trost; Soleiman Hisaindee

doi:10.1021/ol062485n

A Heterodinuclear asymmetric catalyst for conjugate additions of α-hydroxyketones to β-substituted nitroalkenes

Barry M. Trost, Soleiman Hisaindee

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

61 Citations (Scopus)

Abstract

(Chemical Equation Presented) The bis-ProPhenol ligand was designed to facilitate formation of hetereodinuclear complexes based upon the large difference in pK_a of the one phenolic OH group to the tertiary OH groups. In exploring the first example of hydroxyacetophenones as donors in asymmetric Michael reactions with nitroalkene acceptors, the best stereocontrol was observed with a zinc/magnesium dinuclear complex where enantiomeric excesses ranged up to 92% for the major anti diastereomer.

Original language	English
Pages (from-to)	6003-6005
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	26
DOIs	https://doi.org/10.1021/ol062485n
Publication status	Published - Dec 21 2006
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol062485n

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AU - Hisaindee, Soleiman

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A Heterodinuclear asymmetric catalyst for conjugate additions of α-hydroxyketones to β-substituted nitroalkenes

Abstract

ASJC Scopus subject areas

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