Journal of Organic Chemistry p. 3119 - 3123 (1981)
Update date:2022-09-26
Topics:
Meyers, A. I.
Lawson, Jon P.
Carver, David R.
The reaction of vinyltri-n-butylphosphonium salts, aldehydes, and sodiophthalimide in THF gave good yields of the allylic phthalimides with high E stereoselectivity (75-100percent).The use of the vinyltriphenylphosphonium salts (Schweizer reaction) gave the allyl phthalimide with the Z isomer predominating.A study of the phthalimide cation and the effect of added lithium salt showed some reversal in the olefin geometry but in general the selectivity was only 3:1
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(2014)Doi:10.1002/ejoc.200400177
(2004)Doi:10.1055/s-1981-29402
(1981)Doi:10.1039/b607211a
(2006)Doi:10.1016/S0040-4039(00)73645-8
(1993)Doi:10.1021/ma035690g
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