Indium-Mediated Reaction of Trialkylsilyl Propargyl Bromide with Aldehydes: Highly Regioselective Synthesis of Allenic and Homopropargylic Alcohols

Man Jing Lin; Teck Peng Loh

doi:10.1021/ja037410i

Indium-Mediated Reaction of Trialkylsilyl Propargyl Bromide with Aldehydes: Highly Regioselective Synthesis of Allenic and Homopropargylic Alcohols

Man Jing Lin, Teck Peng Loh^*

^*Corresponding author for this work

National University of Singapore

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

97 Citations (Scopus)

Abstract

High regioselective preparation of either the allenic alcohols or homopropargylic alcohols using the indium-mediated reaction of trialkylsilyl propargyl bromides with various aldehydes has been accomplished. By just changing the silyl groups and the reaction conditions, both the allenic and homopropargylic alcohols can be obtained in high regioselectivities.

Original language	English
Pages (from-to)	13042-13043
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	125
Issue number	43
DOIs	https://doi.org/10.1021/ja037410i
Publication status	Published - Oct 29 2003
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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abstract = "High regioselective preparation of either the allenic alcohols or homopropargylic alcohols using the indium-mediated reaction of trialkylsilyl propargyl bromides with various aldehydes has been accomplished. By just changing the silyl groups and the reaction conditions, both the allenic and homopropargylic alcohols can be obtained in high regioselectivities.",

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AB - High regioselective preparation of either the allenic alcohols or homopropargylic alcohols using the indium-mediated reaction of trialkylsilyl propargyl bromides with various aldehydes has been accomplished. By just changing the silyl groups and the reaction conditions, both the allenic and homopropargylic alcohols can be obtained in high regioselectivities.

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Indium-Mediated Reaction of Trialkylsilyl Propargyl Bromide with Aldehydes: Highly Regioselective Synthesis of Allenic and Homopropargylic Alcohols

Abstract

ASJC Scopus Subject Areas

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