Stereoselective production of β-amino alcohols and β-thioacyl alcohols via an application of the non-aldol aldol process

被引:13
作者
Jung, ME [1 ]
Sun, DQ [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
关键词
non-aldol aldol process; anti-aldol products; beta-amino and beta-thioacyl alcohols;
D O I
10.1016/S0040-4039(99)01786-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The mesylates used as protecting groups to permit the formation of bis(polypropionates) via the nonaldol aldol process can be easily displaced with good nucleophiles, e.g., azide, thioacetate, acetate, to generate beta-azido (and beta-amino) alcohols, beta-thioacyl alcohols, and aldols of the opposite chirality, e.g.,syn isomers afford anti products. Thus the anti mesylate 15 affords the all-anti mzido aldol system 16 in good yield. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8343 / 8346
页数:4
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