
Tetrahedron p. 9823 - 9838 (1995)
Update date:2022-08-02
Topics:
Cunico, Robert F.
Zhang, Cui-ping
Monosubstitution of 3,3-dichloro-1-(trimethylsilyl)-2-propenone (1) with organocuprates stereoselectively affords E-3-alkyl- and Z-3-phenyl-3-chloro-1-(trimethylsilyl)-2-propenones.Further substitution proceeds stereoselectively as a function of extant and incoming substituents. 1 was also reduced to E-3-chloro-1-(trimethylsilyl)-2-propenone and the latter converted to E-3-alkyl- and E-3-phenyl-1-(trimethylsilyl)-2-propenones.
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