4.8 Article

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

Journal

ORGANIC LETTERS
Volume 5, Issue 7, Pages 1119-1122

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0342002

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Funding

  1. NIGMS NIH HHS [GM 63167] Funding Source: Medline

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[GRAPHIC] 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 (2)-trisubstituted allylic alcohols in a highly stereospecific fashion.

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