Lipase-mediated kinetic resolution of racemic and desymmetrization of prochiral organophosphorus P-boranes

被引:15
作者
Kielbasinski, P [1 ]
Albrycht, M [1 ]
Zurawinski, R [1 ]
Mikolajczyk, M [1 ]
机构
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Heteororg Chem, PL-90363 Lodz, Poland
关键词
lipase; kinetic resolution; desymmetrization; phosphine P-boranes; chirality;
D O I
10.1016/j.molcatb.2006.01.025
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Enantiomerically enriched alkoxy(hydroxymethyl)phenylphosphine boranes were obtained via a lipase-catalyzed acetylation performed under kinetic resolution conditions. The reaction was slow and proceeded with a rather low enantioselectivity. A lipase-catalyzed acetylation of prochiral bis(2-hydroxyethyl)phenylphosphine borane resulted in its desymmetrization and gave the enantiomerically enriched monoacetyl derivative with ee up to 90%. (c) 2006 Elsevier B.V. All rghts reserved.
引用
收藏
页码:45 / 49
页数:5
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