TY - JOUR
T1 - Lewis acid-catalyzed hydrometalation and carbometalation of unactivated alkynes
AU - Asao, Naoki
AU - Yamamoto, Yoshinori
PY - 2000/5/1
Y1 - 2000/5/1
N2 - Hydrosilylation, hydrostannation, carbosilylation, and carbostannation of unactivated alkynes with organosilanes, or organostannanes proceed effectively in the presence of catalytic amounts of Lewis acids to produce the corresponding vinylsilyl or vinylstannyl compounds in a highly regio- and stereoselective way. Although it is well known that transition metal catalyzed hydrometalations and carbometalations, in general, proceed in a cis-manner, the Lewis acid-catalyzed reactions proceed in a trans-manner exclusively. The coordination of a triple bond to Lewis acids is proposed as a key step for the Lewis acid catalyzed reactions.
AB - Hydrosilylation, hydrostannation, carbosilylation, and carbostannation of unactivated alkynes with organosilanes, or organostannanes proceed effectively in the presence of catalytic amounts of Lewis acids to produce the corresponding vinylsilyl or vinylstannyl compounds in a highly regio- and stereoselective way. Although it is well known that transition metal catalyzed hydrometalations and carbometalations, in general, proceed in a cis-manner, the Lewis acid-catalyzed reactions proceed in a trans-manner exclusively. The coordination of a triple bond to Lewis acids is proposed as a key step for the Lewis acid catalyzed reactions.
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U2 - 10.1246/bcsj.73.1071
DO - 10.1246/bcsj.73.1071
M3 - Article
AN - SCOPUS:0034129219
VL - 73
SP - 1071
EP - 1087
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
SN - 0009-2673
IS - 5
ER -