Nh. Taylor et Ej. Thomas, 1,5-Induction in reactions of 4-alkoxy-2-trimethylsilylalk-2-enyl(tributyl)stannanes with aldehydes, TETRAHEDRON, 55(29), 1999, pp. 8757-8768
2-Trimethylsilylalk-2-enylstannanes undergo tin(IV) chloride promoted react
ions with aldehydes to give homoallylic alcohols with retention of the 2-tr
imethylsilyl group. 4-Alkoxy-2-aimethylsilylalk-2-enyl(tributyl)stannane 31
reacts with aldehydes under these conditions with excellent stereoselectiv
ity in favour of the 1,5-syn-(E)-products 32 - 35. Preliminary studies into
the chemistry of these vinylsilanes have been carried out. (C) 1999 Elsevi
er Science Ltd. All rights reserved.