Synthesis of phospholane 1-oxide having oxygen functional groups from a 4-bromobutylphoshinate derivative

Tadashi Hanaya, Shigeru Kawase, Hiroshi Yamamoto

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Ethyl 4-bromo-2,3-dimethoxybutyl(phenyl)phosphinate (10a) was prepared from 2,3-di-O-methyl-L-threitol (12) in five steps. Reduction of 10a with sodium dihydrobis(2-methoxyethoxy)aluminate, followed by the action of hydrogen peroxide, afforded 3,4-dimethoxy-1-phenylphospholane 1-oxide (3), while the reaction of 10a with magnesium in boiling THF resulted in the formation of ethyl 2-methoxy-3-butenyl(phenyl)phosphinate (26).

Original languageEnglish
Pages (from-to)251-261
Number of pages11
JournalHeterocycles
Volume66
Issue number1
DOIs
Publication statusPublished - Dec 31 2005

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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