Organic Letters 2004-01-08

Highly selective asymmetric acetate aldol reactions of an N-acetyl thiazolidinethione reagent.

Yingchao Zhang, Andrew J Phillips, Tarek Sammakia

Index: Org. Lett. 6 , 23-25, (2004)

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Abstract

[reaction: see text] A highly diastereoselective acetate aldol reaction that uses a tert-leucine-derived thiazolidinethione auxiliary and dichlorophenylborane has been developed. The reaction proceeds in excellent yields and with high diastereoselectivities (drs range from 9.5:1 to >100:1).

Related Compounds

  • L-tert-Leucine
  • 3-Methylvaline

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