TY - JOUR
T1 - Facile synthesis of trifluoromethyl-substituted enynes
T2 - Remarkable reactivity and stereoselectivity of tributyl(3,3,3-trifluoropropynyl)stannane in carbostannylation of alkynes
AU - Shimizu, Masaki
AU - Jiang, Guofang
AU - Murai, Masahito
AU - Takeda, Youhei
AU - Nakao, Yoshiaki
AU - Hiyama, Tamejiro
AU - Shirakawa, Eiji
PY - 2005/12/5
Y1 - 2005/12/5
N2 - Carbostannylation of alkynes with tributyl(3,3,3-trifluoropropynyl)stannane is found to proceed at room temperature in a syn-manner, giving rise to the corresponding CF3-substituted enynes as a single stereoisomer in good yields. Both terminal and, CF3- or RO2C-substituted internal alkynes are applicable to the addition reaction. Synthetic applications of the adduct are also demonstrated.
AB - Carbostannylation of alkynes with tributyl(3,3,3-trifluoropropynyl)stannane is found to proceed at room temperature in a syn-manner, giving rise to the corresponding CF3-substituted enynes as a single stereoisomer in good yields. Both terminal and, CF3- or RO2C-substituted internal alkynes are applicable to the addition reaction. Synthetic applications of the adduct are also demonstrated.
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U2 - 10.1246/cl.2005.1700
DO - 10.1246/cl.2005.1700
M3 - Article
AN - SCOPUS:33644558732
VL - 34
SP - 1700
EP - 1701
JO - Chemistry Letters
JF - Chemistry Letters
SN - 0366-7022
IS - 12
ER -