Enantioselective synthesis of protected D-serine from tetrahydrooxazin-4-one via a hetero Diels-Alder reaction

DOI: 10.1016/S0957-4166(02)00536-0

Source and publish data:

Tetrahedron Asymmetry p. 2113 - 2115 (2002)

Update date:2022-08-05

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Authors:

Panunzio, Mauro

Bandini, Elisa

Campana, Eileen

Vicennati, Paola

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Article abstract of DOI:10.1016/S0957-4166(02)00536-0

Hetero Diels-Alder reaction between 2-aza-3-trimethylsilyloxy-1,3-diene and aldehydes gives rise to tetrahydrooxazin-4-ones, useful intermediates in the synthesis of α-amino-β-hydroxy acids. Herein we report the complete stereoselective synthesis of D-serine Cbz-methyl ester.

Full text of DOI:10.1016/S0957-4166(02)00536-0

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Product name:(5R)-[(4S)-(2-oxo-4-phenyloxazolidin-3-yl)]-(2R)-(1S-triisopropylsilanyloxyethyl)-[1,3]oxazinan-4-one

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