Simple and practical routes to enantiomerically pure 5-(trialkylsilyl)-2-cyclohexenones

Simple and practical routes to enantiomerically pure 5-(trialkylsilyl)-2-cyclohexenones
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DOI:
10.1021/ol990805f
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发表时间:
1999-09-09
期刊:
影响因子:
5.2
通讯作者:
Corey, EJ
Corey, EJ
中科院分区:
化学1区
文献类型:
--
作者:
Sarakinos, G;Corey, EJ

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[GRAPHICS]Enantiomerically pure chiral 5-silylated 2-cyclohexenones are easily prepared in high yield using as a key step kinetic resolution with a commercially available lipase. Fully active enzyme can be recovered very efficiently for reuse. The synthetic steps are outlined in Schemes 1 and 3. Enantiomerically pure 2 cyclohexenones such as 1 and 2 are versatile intermediates for the synthesis of a multitude of chiral targets by means of a variety of diastereoselective reactions such as those illustrated in Scheme 2.