Tetrahedron Letters p. 4767 - 4770 (1986)
Update date:2022-08-03
Topics:
Taniguchi, Mikio
Hino, Tohru
Kishi, Yoshito
TMSI, Et2AlI, and (n-Bu)4NI/TiCl4 smoothly added to α,β-acetylenic ketones in a 1,4-fashion to yield allenolates 2, which reacted with aldehydes providing aldol adducts in good overall yield.A high Z-stereoselectivity was achieved by use of (n-Bu)4NI/TiCl4 at -78 deg C, while a high E-stereoselectivity occured at 0 deg C.
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Doi:10.1002/ejoc.200800717
(2008)Doi:10.1016/j.tet.2008.08.096
(2008)Doi:10.1016/0022-328X(86)80214-5
(1986)Doi:10.1016/S0040-4039(00)84956-4
(1986)Doi:10.1039/b813371a
(2008)Doi:10.1021/jo301282n
(2012)
