Improved Preparation of Methyl Bis(2,2,2-trifluoroethoxy)bromophosphonoacetate for the Stereoselective Synthesis of (E)-α-Bromoacrylates

Akiko Nakata; Kenichi Kobayashi; Hiroshi Kogen

doi:10.1248/cpb.c12-00808

This article has now been updated. Please use the final version.

Improved Preparation of Methyl Bis(2,2,2-trifluoroethoxy)bromophosphonoacetate for the Stereoselective Synthesis of (E)-α-Bromoacrylates

Akiko Nakata, Kenichi Kobayashi, Hiroshi Kogen

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Keywords: bis(2,2,2-trifluoroethoxy)bromophosphonoacetate, (E)-α-bromoacrylates, Horner–Wadsworth–Emmons reaction, stereoselective synthesis

JOURNAL FREE ACCESS Advance online publication

Article ID: c12-00808

DOI https://doi.org/10.1248/cpb.c12-00808

The final version of this article is now available: Vol. 61 (2012), No. 1

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Abstract

We have established an efficient method for preparing methyl bis(2,2,2-trifluoroethoxy)bromophosphonoacetate, which we developed for the stereoselective synthesis of (E)-α-bromoacrylates. This improved method enables the reagent to be prepared reproducibly in one step from methyl bis(2,2,2-trifluoroethoxy)phosphonoacetate.

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