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Lipase TL®-mediated kinetic resolution of benzoin: facile synthesis of (1R,2S)-erythro-2-amino-1,2-diphenylethanol

✍ Scribed by Yutaka Aoyagi; Naoki Agata; Noriko Shibata; Mai Horiguchi; Robert M. Williams*

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 62 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01832-3

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✦ Synopsis

The lipase TL ® -mediated kinetic resolution of (±)-benzoin (1) proceeded to give the corresponding optically pure benzoin (R)-1. On the other hand, (S)-benzoin-O-acetate (5) could be hydrolyzed without epimerization to give (S)-benzoin (S)-1, under alkaline conditions. Further, (R)-1 was converted to (1R,2S)-2-amino-1,2-diphenylethanol (99:1 er) according to the procedure reported previously.

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