Synfacts 2006(6): 0597-0597  
DOI: 10.1055/s-2006-941773
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Reactions of Stannylated Allylic Alcohols

Contributor(s): Paul Knochel, Andrei Gavryushin
U. Kazmaier*, S. Lucas, M. Klein
Universität des Saarlandes, Saarbrücken, Germany
Further Information

Publication History

Publication Date:
19 May 2006 (online)

Significance

This publication describes a new method for a molybdenum-catalyzed regiospecific hydrostannylation of allenols, together with a number of useful transformations of the resulting stannylated allyl alcohols. The scope of the stannylation reaction is quite broad, and the yields are good for all types of the used substrates. The starting allenols are available in one synthetic step from the corresponding terminal propargylic alcohols. The optimized methods for the synthesis of vinyl oxiranes and iodoallyl alcohols from the prepared hydroxyallyl stannanes are reported.