Chênevert Robert, Courchesne Gabriel, Pelchat Nicholas
Département de chimie, faculté des sciences et de génie, Université Laval, Québec, Canada G1K 7P4.
Bioorg Med Chem. 2006 Aug 1;14(15):5389-96. doi: 10.1016/j.bmc.2006.03.035. Epub 2006 Apr 17.
The stereoselective acylation of the achiral chromanedimethanol derivative 1 by vinyl acetate in the presence of Candida antarctica lipase B gave the (S)-monoester 2 in high enantiomeric purity (ee > or = 98%). Enzymatic hydrolysis of diesters of compound 1 failed to give (R)-monoester 2 in good yield and high ee. Thus, both enantiomers of alpha-tocotrienol were synthesized from the (S)-monoester 2.
在手性南极假丝酵母脂肪酶B存在的情况下，乙酸乙烯酯对手性的色满二甲醇衍生物1进行立体选择性酰化反应，得到了对映体纯度高的（S）-单酯2（对映体过量值ee≥98%）。化合物1的二酯进行酶促水解反应，未能以高收率和高对映体过量值得到（R）-单酯2。因此，从（S）-单酯2合成了α-生育三烯酚的两种对映体。
