New synthesis and hydroboration of vinylphosphonates.

M Yamashita, M Kojima, H Yoshida, T Ogata…

Index: Yamashita, Mitsuji; Kojima, Mitsumasa; Yoshida, Hiroshi; Ogata, Tsuyoshi; Inokawa, Saburo Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 6 p. 1625 - 1628

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Citation Number: 39

Abstract

The Arbuzov reaction of trimethyl and triethyl phosphites with acyl chlorides gave 1- oxoalkylphosphonates in 57–80% yields. The Wittig reaction of the phosphonates with methylenetriphenylphosphorane gave vinylphosphonates in 25–59% yields. Hydroboration of vinylphosphonates in oxolane gave 2-hydroxyethylphosphonates in 50–65% yields. The procedure seems to be a good synthetic method to afford 1-alkyl-substituted 2- ...