CARBOHYDRATES AS CHIRAL TEMPLATES: DIASTEREOSELECTIVE UGI SYNTHESIS OF (S)-AMINO ACIDS USING O-ACYLATED D-ARABINOPYRANOSYLAMINE AS THE AUXILIARY

DOI: 10.1016/S0040-4039(00)99334-1

Source and publish data:

Tetrahedron Letters p. 4109 - 4110 (1989)

Update date:2022-09-26

Topics:

Authors:

Kunz, Horst

Pfrengle, Waldemar

Sager, Wilfried

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Article abstract of DOI:10.1016/S0040-4039(00)99334-1

Enantiomerically pure (S)-amino acids are synthesized via a highly diastereoselective Ugi reaction using 2,3,4-tri-O-pivaloyl-α-D-arabinopyranosylamine as the chiral template.

Full text of DOI:10.1016/S0040-4039(00)99334-1

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Product name:2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

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