Tetrahedron p. 5455 - 5466 (1992)
Update date:2022-08-03
Topics:
Gung, Benjamin W.
Smith, Daniel T.
Wolf, Mark A.
Unlike aliphatic aldehydes, aromatic aldehydes produce greater than 95% of syn-(Z) enol ether when treated with α-(alkoxy)allylstannanes in the presence of BF3·Et2O. However, in the presence of TiCl4, the reaction of p-chloro-o-methoxybenzaldehyde with α-(alkoxy)crotylstannane produced predominantly the syn-(E) isomer.
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