The first catalytic, diastereoselective, and enantioselective crossed-aldol reactions of aldehydes

Scott E. Denmark; Sunil K. Ghosh

doi:10.1002/1521-3773(20011217)40:24<4759::AID-ANIE4759>3.0.CO;2-G

The first catalytic, diastereoselective, and enantioselective crossed-aldol reactions of aldehydes

Scott E. Denmark, Sunil K. Ghosh

Chemistry

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

Abstract

The most basic of aldol constructions, namely the controlled stereoselective self-condensation of aldehydes, has finally found a general solution. Geometrically defined trichlorosilyl enolates of aldehydes display excellent reactivity, near perfect diastereoselectivity, and good (albeit variable) enantioselectivity in their addition to a wide range of aldehydes under catalysis by a chiral bisphosporamide (see scheme).

Original language	English (US)
Pages (from-to)	4759-4762
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	24
DOIs	https://doi.org/10.1002/1521-3773(20011217)40:24<4759::AID-ANIE4759>3.0.CO;2-G
State	Published - Dec 17 2001

Keywords

Aldol reaction
Diastereoselectivity
Enentioselectivity
Lewis base catalysis

ASJC Scopus subject areas

Catalysis
General Chemistry

Online availability

10.1002/1521-3773(20011217)40:24<4759::AID-ANIE4759>3.0.CO;2-G

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abstract = "The most basic of aldol constructions, namely the controlled stereoselective self-condensation of aldehydes, has finally found a general solution. Geometrically defined trichlorosilyl enolates of aldehydes display excellent reactivity, near perfect diastereoselectivity, and good (albeit variable) enantioselectivity in their addition to a wide range of aldehydes under catalysis by a chiral bisphosporamide (see scheme).",

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AU - Ghosh, Sunil K.

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Y1 - 2001/12/17

N2 - The most basic of aldol constructions, namely the controlled stereoselective self-condensation of aldehydes, has finally found a general solution. Geometrically defined trichlorosilyl enolates of aldehydes display excellent reactivity, near perfect diastereoselectivity, and good (albeit variable) enantioselectivity in their addition to a wide range of aldehydes under catalysis by a chiral bisphosporamide (see scheme).

AB - The most basic of aldol constructions, namely the controlled stereoselective self-condensation of aldehydes, has finally found a general solution. Geometrically defined trichlorosilyl enolates of aldehydes display excellent reactivity, near perfect diastereoselectivity, and good (albeit variable) enantioselectivity in their addition to a wide range of aldehydes under catalysis by a chiral bisphosporamide (see scheme).

KW - Aldol reaction

KW - Diastereoselectivity

KW - Enentioselectivity

KW - Lewis base catalysis

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ER -

The first catalytic, diastereoselective, and enantioselective crossed-aldol reactions of aldehydes

Abstract

Keywords

ASJC Scopus subject areas

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