Synthesis of 1,3,2-oxazaphospholidin-4-ones

Article abstract of DOI:10.1080/10426509608046388

The subject of this paper is the preparation of 1,3,2-oxazaphospholidin-4-ones by reaction of phenyldichlorophosphine with the N-methyl amides of α-hydroxy isobutyric acid and the two chiral carboxylic acids (S) lactic acid and (R,S) mandelic acid, which leads to diastereomeric products. Reaction control by means of ³¹P n.m.r. demonstrates two surprising findings: the preferred generation of the thermodynamically less stable cis-isomer and an epimerization of the phosphorus chirality centre at room temperature.

Full text of DOI:10.1080/10426509608046388

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Phosphorus, Sulfur, and Silicon and the
Related Elements
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SYNTHESIS OF 1,3,2-
OXAZAPHOSPHOLIIN-4-ONES
Klaus Totschnig a b , Ernst P. Ellmerer-Müller a & Paul Peringer c
a Institute of Organic Chemistry, Leopold-Franzens-University
Innsbruck , A-6020, Innsbruck, Innrain 52a
b BIOCHEMIE Gesellschaft m.b.H. , A-6250, Kundl, Austria
c Institute of General, Inorganic and Theoretical Chemistry, Leopold-
Franzens-University Innsbruck , A-6020, Innsbruck, Innrain 52a
Published online: 04 Oct 2006.
To cite this article: Klaus Totschnig , Ernst P. Ellmerer-Müller & Paul Peringer (1996) SYNTHESIS OF
1,3,2-OXAZAPHOSPHOLIIN-4-ONES, Phosphorus, Sulfur, and Silicon and the Related Elements, 113:1-4,
173-177, DOI: 10.1080/10426509608046388
To link to this article: http://dx.doi.org/10.1080/10426509608046388
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