Synthesis of 1,2,5,6-Tetrahydrophosphorin 1-Oxides and 1,2-Dihydrophosphorin 1-Oxides from 2,5-Dihydro-lH-phosphole 1-Oxide-Dichlorocarbene Adducts

Gyorgy Keglevich, Gábor Toth, Imre Petnehazy, Peter Miklos, Laszlo Töke

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Reaction of 6,6-dichloro-l-methyl-3-phosphabicyclo[3.1.0]hexane l-oxides 1 with silver nitrate in alcohols or in water leads to the regioisomers of alkoxy- or hydroxy-l,2,3,6-tetrahydrophosphorin l-oxides 2A and 2B or 3A and 3B. Each isomer consists of diastereoisomers. Water elimination from the hydroxy derivatives 3 results in the formation of the regioisomers of 1,2-dihydrophosphorin l-oxides 4A and 4B. Constitution and stereostructure of the compounds has been elucidated by1H,13C, and31P NMR spectroscopy.

Original languageEnglish
Pages (from-to)5721-5727
Number of pages7
JournalJournal of Organic Chemistry
Volume52
Issue number26
DOIs
Publication statusPublished - Dec 1 1987

ASJC Scopus subject areas

  • Organic Chemistry

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