An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

Tadashi Hanaya, Yuichi Nakamura, Hiroshi Yamamoto

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

(R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.

Original languageEnglish
Pages (from-to)983-989
Number of pages7
JournalHeterocycles
Volume74
Issue numberC
Publication statusPublished - Dec 31 2007

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Fosfomycin
Organophosphonates
Mannitol
Esters
titanium isopropoxide

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal. / Hanaya, Tadashi; Nakamura, Yuichi; Yamamoto, Hiroshi.

In: Heterocycles, Vol. 74, No. C, 31.12.2007, p. 983-989.

Research output: Contribution to journalArticle

Hanaya, Tadashi ; Nakamura, Yuichi ; Yamamoto, Hiroshi. / An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal. In: Heterocycles. 2007 ; Vol. 74, No. C. pp. 983-989.
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