2, 2-Difluoro-1, 3, 2-oxazaborolidin-5-ones: novel approach for selective side-chain protection of serine and threonine

J Wang, Y Okada, W Li, T Yokoi, J Zhu

Index: Wang, Jidong; Okada, Yoshio; Li, Wei; Yokoi, Toshio; Zhu, Jintao Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 5 p. 621 - 624

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Citation Number: 14

Abstract

2, 2-Difluoro-1, 3, 2-oxazaborolidin-5-ones 1, which are synthesized from BF3 and salts of amino acids, are highly effective, convenient and, moreover, inexpensive intermediates for the simultaneous protection of both α-amino and α-carboxy groups in α-amino acids. The new method streamlines the hitherto tedious procedures for side-chain protection of Ser and Thr. Ser (But), Thr (But), Ser (Bzl) and Thr (Bzl) are obtained by this procedure in high ...