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  • A regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes.

A regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes.

Chemical communications (Cambridge, England) (2011-06-07)
Bathoju Chandra Chary, Sunggak Kim, Doosup Shin, Phil Ho Lee
ABSTRACT

A new stereoselective synthesis of trisubstituted alkenes is developed. Hydrophosphoryloxylation of haloalkynes provides Z-alkenyl halophosphates, which undergo Pd-catalyzed consecutive cross-coupling reactions to afford regio- and stereodefined trisubstituted alkenes.

MATERIALS
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Sigma-Aldrich
Vinylboronic acid pinacol ester, contains phenothiazine as stabilizer, 95%