Investigations on transition state geometry of the aldol condensation in aqueous medium

Scott E. Denmark; Wheeseong Lee

doi:10.1016/0040-4039(93)88030-M

Investigations on transition state geometry of the aldol condensation in aqueous medium

Scott E. Denmark, Wheeseong Lee

Chemistry

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

Abstract

In aqueous medium, base-induced aldol condensations of keto aldehyde 1 show high anti-selectivity independent of metal ion and water content of the solvent. The acid-induced aldol condensations affords syn-aldol products in variable selectivity depending upon acid strength and water content of the medium.

Original language	English (US)
Pages (from-to)	7729-7732
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	50
DOIs	https://doi.org/10.1016/0040-4039(93)88030-M
State	Published - Dec 8 1993

Keywords

Aldol Condensation
Antiperiplanar
Aqueous Solvent
Syn- and Anti-aldol
Synclinal

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(93)88030-M

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title = "Investigations on transition state geometry of the aldol condensation in aqueous medium",

abstract = "In aqueous medium, base-induced aldol condensations of keto aldehyde 1 show high anti-selectivity independent of metal ion and water content of the solvent. The acid-induced aldol condensations affords syn-aldol products in variable selectivity depending upon acid strength and water content of the medium.",

keywords = "Aldol Condensation, Antiperiplanar, Aqueous Solvent, Syn- and Anti-aldol, Synclinal",

author = "Denmark, {Scott E.} and Wheeseong Lee",

note = "Funding Information: AcknowledgmentW: e are grateful to the National Science Foundation (CHE 8818147 and 9121631) for generous financial support.",

year = "1993",

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doi = "10.1016/0040-4039(93)88030-M",

language = "English (US)",

volume = "33",

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T1 - Investigations on transition state geometry of the aldol condensation in aqueous medium

AU - Denmark, Scott E.

AU - Lee, Wheeseong

N1 - Funding Information: AcknowledgmentW: e are grateful to the National Science Foundation (CHE 8818147 and 9121631) for generous financial support.

PY - 1993/12/8

Y1 - 1993/12/8

N2 - In aqueous medium, base-induced aldol condensations of keto aldehyde 1 show high anti-selectivity independent of metal ion and water content of the solvent. The acid-induced aldol condensations affords syn-aldol products in variable selectivity depending upon acid strength and water content of the medium.

AB - In aqueous medium, base-induced aldol condensations of keto aldehyde 1 show high anti-selectivity independent of metal ion and water content of the solvent. The acid-induced aldol condensations affords syn-aldol products in variable selectivity depending upon acid strength and water content of the medium.

KW - Aldol Condensation

KW - Antiperiplanar

KW - Aqueous Solvent

KW - Syn- and Anti-aldol

KW - Synclinal

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Investigations on transition state geometry of the aldol condensation in aqueous medium

Abstract

Keywords

ASJC Scopus subject areas

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