Synthesis 2020; 52(06): 909-916
DOI: 10.1055/s-0039-1691531
paper
© Georg Thieme Verlag Stuttgart · New York

Enantiodivergent Synthesis of Both PAMPO Enantiomers Using l-Menthyl Chloroacetate and Stereomutation at P in Classical Quaternisation Reactions

,
Małgorzata Lubańska
,
K. Michał Pietrusiewicz
Department of Organic Chemistry, Maria Curie-Skłodowska University, Gliniana 33, 20-614 Lublin, Poland   Email: kazimierz.pietrusiewicz@poczta.umcs.lublin.pl
› Author Affiliations
We thank Narodowe Centrum Nauki (National Science Centre, Poland­) for partly funding this work through grant NN204 265 238.
Further Information

Publication History

Received: 08 October 2019

Accepted after revision: 19 November 2019

Publication Date:
04 December 2019 (online)


Abstract

A practical protocol for efficient synthesis of both PAMPO enantiomers as well as related functionalised P-stereogenic phosphine oxides in 1–3 steps from effectively resolved (S P)-l-menthyl o-anisyl­-(phenyl)phosphinylacetate has been developed. Examples of non-stereo­selective quaternisation of a tertiary phosphine by alkyl halides have been revealed.

Supporting Information

 
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