Enantioselective Dreiding-Schmidt reactions: Asymmetric synthesis and analysis of α-methylene-γ-butyrolactones

DOI: 10.1016/S0957-4166(97)00166-3

Source and publish data:

Tetrahedron Asymmetry p. 1411 - 1429 (1997)

Update date:2022-08-18

Topics:

Authors:

Csuk, Rene

Schroeder, Christina

Hutter, Sonja

Mohr, Kristina

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Article abstract of DOI:10.1016/S0957-4166(97)00166-3

The zinc/silver-graphite mediated Dreiding-Schmidt reactions between aldehydes and the 2-bromomethyl-acrylate derived sultamamides (+)/(-)-28 or (+)/(-)-30 gave the corresponding substituted α-methylene-γ-butyrolactones with ee's up to 90%. Enantiomerically pure compounds were obtained by semipreparative HPLC using a chiral stationary phase.

Full text of DOI:10.1016/S0957-4166(97)00166-3

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