Aldol reaction of butane-2,3-diacetal protected methyl glycerate

Simon E. Fern; Peter Heath; Alexander J. A. Cobb

doi:10.1016/j.tetasy.2011.01.004

Aldol reaction of butane-2,3-diacetal protected methyl glycerate

Simon E. Fern, Peter Heath, Alexander J. A. Cobb

Chemistry

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

2 Citations (Scopus)

Abstract

The addition of aldehydes to butane-2,3-diacetal protected glycerates has been investigated. The reaction was shown to be diastereoselective by 1H NMR spectroscopy thus confirming the ability of the diacetal to influence the stereochemical outcome of the new stereogenic center, the configuration of which was determined by Mosher’s ester analysis.

Original language	English
Pages (from-to)	149-152
Journal	Tetrahedron Asymmetry
Volume	22
Issue number	2
DOIs	https://doi.org/10.1016/j.tetasy.2011.01.004
Publication status	Published - 31 Jan 2011

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title = "Aldol reaction of butane-2,3-diacetal protected methyl glycerate",

abstract = "The addition of aldehydes to butane-2,3-diacetal protected glycerates has been investigated. The reaction was shown to be diastereoselective by 1H NMR spectroscopy thus confirming the ability of the diacetal to influence the stereochemical outcome of the new stereogenic center, the configuration of which was determined by Mosher{\textquoteright}s ester analysis.",

author = "Fern, {Simon E.} and Peter Heath and Cobb, {Alexander J. A.}",

year = "2011",

month = jan,

day = "31",

doi = "10.1016/j.tetasy.2011.01.004",

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journal = "Tetrahedron Asymmetry",

issn = "0957-4166",

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T1 - Aldol reaction of butane-2,3-diacetal protected methyl glycerate

AU - Fern, Simon E.

AU - Heath, Peter

AU - Cobb, Alexander J. A.

PY - 2011/1/31

Y1 - 2011/1/31

N2 - The addition of aldehydes to butane-2,3-diacetal protected glycerates has been investigated. The reaction was shown to be diastereoselective by 1H NMR spectroscopy thus confirming the ability of the diacetal to influence the stereochemical outcome of the new stereogenic center, the configuration of which was determined by Mosher’s ester analysis.

AB - The addition of aldehydes to butane-2,3-diacetal protected glycerates has been investigated. The reaction was shown to be diastereoselective by 1H NMR spectroscopy thus confirming the ability of the diacetal to influence the stereochemical outcome of the new stereogenic center, the configuration of which was determined by Mosher’s ester analysis.

U2 - 10.1016/j.tetasy.2011.01.004

DO - 10.1016/j.tetasy.2011.01.004

M3 - Article

SN - 0957-4166

VL - 22

SP - 149

EP - 152

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 2

ER -

Aldol reaction of butane-2,3-diacetal protected methyl glycerate

Abstract

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