Le Sann Christine, Munoz Dulce M, Saunders Natalie, Simpson Thomas J, Smith David I, Soulas Florilène, Watts Paul, Willis Christine L
School of Chemistry, University of Bristol, Cantock's Close, Bristol, UKBS8 1TS.
Org Biomol Chem. 2005 May 7;3(9):1719-28. doi: 10.1039/b419492f. Epub 2005 Mar 31.
A versatile approach for the enantioselective synthesis of functionalised beta-hydroxy N-acetylcysteamine thiol esters has been developed which allows the facile incorporation of isotopic labels. It has been shown that a remarkable reversal of selectivity occurs in the titanium mediated aldol reaction of acyloxazolidinone using either (S)- or (R)-tert-butyldimethylsilyloxybutanal. The aldol products are valuable intermediates in the synthesis of 4-hydroxy-6-substituted delta-lactones.
已开发出一种用于对映选择性合成官能化β-羟基N-乙酰半胱氨酸硫醇酯的通用方法，该方法允许轻松引入同位素标记。结果表明，在使用(S)-或(R)-叔丁基二甲基甲硅烷基氧基丁醛的酰基恶唑烷酮的钛介导的羟醛反应中，选择性发生了显著反转。羟醛产物是合成4-羟基-6-取代的δ-内酯的有价值的中间体。
