Intramolecular syn and anti hydrosilylation and silicon-assisted cross-coupling: Highly regio- and stereoselective synthesis of trisubstituted allylic alcohols

Scott E. Denmark; Weitao Pan

doi:10.1021/ol0342002

Intramolecular syn and anti hydrosilylation and silicon-assisted cross-coupling: Highly regio- and stereoselective synthesis of trisubstituted allylic alcohols

Scott E. Denmark, Weitao Pan

Chemistry

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Abstract

(Matrix presented) The geometrical isomers of 6-ethylidenedioxadisilacyclohexane were prepared by intramolecular hydrosilylation of an unsymmetrical disiloxane by the use of Pt (syn) and Ru (anti) catalysts. This new class organosilicon reagents underwent cross-coupling reactions with a range of aryl iodides to afford (E)- and (Z)-trisubstituted allylic alcohols in a highly stereospecific fashion.

Original language	English (US)
Pages (from-to)	1119-1122
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	7
DOIs	https://doi.org/10.1021/ol0342002
State	Published - Apr 3 2003

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0342002

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abstract = "(Matrix presented) The geometrical isomers of 6-ethylidenedioxadisilacyclohexane were prepared by intramolecular hydrosilylation of an unsymmetrical disiloxane by the use of Pt (syn) and Ru (anti) catalysts. This new class organosilicon reagents underwent cross-coupling reactions with a range of aryl iodides to afford (E)- and (Z)-trisubstituted allylic alcohols in a highly stereospecific fashion.",

author = "Denmark, {Scott E.} and Weitao Pan",

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AU - Pan, Weitao

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AB - (Matrix presented) The geometrical isomers of 6-ethylidenedioxadisilacyclohexane were prepared by intramolecular hydrosilylation of an unsymmetrical disiloxane by the use of Pt (syn) and Ru (anti) catalysts. This new class organosilicon reagents underwent cross-coupling reactions with a range of aryl iodides to afford (E)- and (Z)-trisubstituted allylic alcohols in a highly stereospecific fashion.

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Intramolecular syn and anti hydrosilylation and silicon-assisted cross-coupling: Highly regio- and stereoselective synthesis of trisubstituted allylic alcohols

Abstract

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