Chemistry of Enoxysilacyclobutanes. 3. Uncatalyzed, Syn-Selective, Asymmetric Aldol Additions

Scott E. Denmark; Brian D. Griedel

doi:10.1021/jo00097a010

Chemistry of Enoxysilacyclobutanes. 3. Uncatalyzed, Syn-Selective, Asymmetric Aldol Additions

Scott E. Denmark, Brian D. Griedel

Chemistry

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

Abstract

Asymmetrically modified S,O-(alkoxysilacyclobutyl) ketene acetals derived from methanethiol esters reacted with aromatic aldehydes at low temperature to afford, after desilylation, the corresponding β-hydroxythiol ester aldolates in high enantiomeric excess (91–94% ee).

Original language	English (US)
Pages (from-to)	5136-5138
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	59
Issue number	18
DOIs	https://doi.org/10.1021/jo00097a010
State	Published - Sep 1 1994

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Organic Chemistry

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10.1021/jo00097a010

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title = "Chemistry of Enoxysilacyclobutanes. 3. Uncatalyzed, Syn-Selective, Asymmetric Aldol Additions",

abstract = "Asymmetrically modified S,O-(alkoxysilacyclobutyl) ketene acetals derived from methanethiol esters reacted with aromatic aldehydes at low temperature to afford, after desilylation, the corresponding β-hydroxythiol ester aldolates in high enantiomeric excess (91–94% ee).",

author = "Denmark, {Scott E.} and Griedel, {Brian D.}",

year = "1994",

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journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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AU - Griedel, Brian D.

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AB - Asymmetrically modified S,O-(alkoxysilacyclobutyl) ketene acetals derived from methanethiol esters reacted with aromatic aldehydes at low temperature to afford, after desilylation, the corresponding β-hydroxythiol ester aldolates in high enantiomeric excess (91–94% ee).

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Chemistry of Enoxysilacyclobutanes. 3. Uncatalyzed, Syn-Selective, Asymmetric Aldol Additions

Abstract

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