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

Full Text: HTML

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- ...

Related Articles:

Studies on Nitro Carboxylic Acids. III. The Reaction of α-Nitroolefins with Triethyl or Diethyl Phosphite

[Shin,C. et al. Bulletin of the Chemical Society of Japan, 1973 , vol. 46, p. 1727 - 1729]

Synthesis of branched 9-[2-(2-phosphonoethoxy) ethyl] purines as a new class of acyclic nucleoside phosphonates which inhibit Plasmodium falciparum …

[Hockova, Dana; Holy, Antonin; Masojidkova, Milena; Keough, Dianne T.; Jersey, John de; Guddat, Luke W. Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 17 p. 6218 - 6232]

More Articles...