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Metal catalyst-free substitution of allylic and propargylic phosphates with diarylmethyl anions†
Hidehisa Kawashima,Narihito Ogawa,Ryohei Saeki,Yuichi Kobayashi
Chemical Communications Pub Date : 03/08/2016 00:00:00 , DOI:10.1039/C6CC00024J
Abstract

Substitution of secondary allylic phosphates with the anions derived from Ar2CH2 with BuLi or LDA proceeded regioselectively and stereoselectively without a metal catalyst, affording inversion products in good yield. Similarly, propargylic phosphates gave propargylic products selectively.

Graphical abstract: Metal catalyst-free substitution of allylic and propargylic phosphates with diarylmethyl anions
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