Intramolecular syn and anti hydrosilylation and silicon-assisted cross-coupling: highly regio- and stereoselective synthesis of trisubstituted allylic alcohols.
[reaction: see text] 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.
Denmark
Scott E
SE
Department of Chemistry, 245 Roger Adams Laboratory, 600 South Mathews Avenue, Urbana, Illinois 61801, USA.
Pan
Weitao
W
D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012825:Silicon / Q000737:chemistry*; D013237:Stereoisomerism
D000438:Alcohols; D012825:Silicon