Issue 27, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
02 Jan 2016
Accepted
08 Mar 2016
First published
08 Mar 2016

Chem. Commun., 2016,52, 4918-4921

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

H. Kawashima, N. Ogawa, R. Saeki and Y. Kobayashi, Chem. Commun., 2016, 52, 4918 DOI: 10.1039/C6CC00024J

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