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Studies on the Synthesis of Novel Four-Membered Cyclic Oxaphosphetanes via Intramolecular Mitsunobu Reaction of Bishydroxyalkylphosphinic Acids.

Studies on the Synthesis of Novel Four-Membered Cyclic Oxaphosphetanes via Intramolecular Mitsunobu Reaction of Bishydroxyalkylphosphinic Acids.

Authors :
Kaboudin, Babak
Haghighat, Hamideh
Tsutomu Yokomatsu
Source :
Synlett. 2016, Vol. 27 Issue 10, p1537-1540. 4p.
Publication Year :
2016

Abstract

Studies on the synthesis of novel four-membered cyclic oxaphosphetanes from bishydroxyphosphinic acids is reported. Investigations showed that the conversion proceeds through an intramolecular Mitsunobu cyclisation of bishydroxyphosphinic acids with a mixture of triphenylphosphine and diisopropylazodicarboxylate (DIAD) in toluene-CH2Cl2 at room temperature. The treatment of two diastereomers of bishydroxymethylphosphinic acids (dl pair and meso) with a mixture of triphenylphosphine and DIAD gives only one stereoisomer of the cyclic oxaphosphetane. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09365214
Volume :
27
Issue :
10
Database :
Academic Search Index
Journal :
Synlett
Publication Type :
Academic Journal
Accession number :
115924399
Full Text :
https://doi.org/10.1055/s-0035-1560426