一种新型N-乙酰噻唑烷硫酮试剂的合成及其在高选择性不对称乙酸酯羟醛缩合反应中的应用。
Synthesis of a new N-acetyl thiazolidinethione reagent and its application to a highly selective asymmetric acetate aldol reaction.
作者信息
Zhang Yingchao, Sammakia Tarek
机构信息
Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215, USA.
出版信息
Org Lett. 2004 Sep 2;6(18):3139-41. doi: 10.1021/ol048810t.
PMID:15330607
Abstract
[reaction: see text] A new N-acetyl thiazolidinethione reagent, which undergoes highly diastereoselective aldol reactions upon enolization with dichlorophenylborane and (-)-sparteine and subsequent treatment with a variety of aldehydes, is described. This reagent is pseudoenantiomeric to an L-tert-leucine-derived reagent recently described by us and is useful because it avoids the prohibitively costly D-tert-leucine.
摘要
[反应：见正文] 描述了一种新的N-乙酰基噻唑烷硫酮试剂，该试剂在用二氯苯基硼烷和（-）-鹰爪豆碱烯醇化后，与多种醛进行高度非对映选择性的羟醛反应。该试剂与我们最近描述的一种L-叔亮氨酸衍生的试剂是假对映体，并且由于它避免了极其昂贵的D-叔亮氨酸，所以很有用。
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