Sigmatropic -Wittig Rearrangement of α-Allylic-Heterosubstituted Methylphosphonates. Part 3: High Diastereoselectivity in the Rearrangement of Anion of Dimethyl Allyloxymethylphosphonate

DOI: 10.1016/00404-0399(50)1353J-

Source and publish data:

Tetrahedron Letters p. 6635 - 6638 (1995)

Update date:2022-08-02

Topics:

Authors:

Gulea-Purcarescu, Mihaela

About-Jaudet, Elie

Collignon, Noel

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Article abstract of DOI:10.1016/00404-0399(50)1353J-

A diastereoselectivity up to 90percent was achieved in the title rearrangement of lithiated allyloxymethylphosphonates, by using the cheaply available chiral dimenthylphosphonyl ester group as stereodirecting auxiliary.The absolute configuration of the newly formed chiral center was assigned by usual chemical conversions.

Full text of DOI:10.1016/00404-0399(50)1353J-

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