Highly enantio selective asymmetric autocatalysis induced by chiral ionic crystals of sodium chlorate and sodium bromate

被引:41
|
作者
Sato, I [1 ]
Kadowaki, K [1 ]
Ohgo, Y [1 ]
Soai, K [1 ]
机构
[1] Tokyo Univ Sci, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1628601, Japan
关键词
asymmetric synthesis; asymmetric autocatalysis; crystals; enantiomorphism; surface;
D O I
10.1016/j.molcata.2004.03.010
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Chiral crystals of sodium chlorate and sodium bromate induced highly enantioselective organic synthesis in combination with asymmetric autocatalysis. (S)-5-Pyrimidyl alkanols with up to 98% ee were obtained in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehydes in the presence of d-sodium chlorate. On the other hand, (R)-5-pyrimidyl alkanols with up to 98% ee were obtained for the corresponding reaction in the presence of I-sodium chlorate. Chiral crystals of d- and l-sodium bromate were also found to work as chiral initiators. (C) 2004 Elsevier B.V. All rights reserved.
引用
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页码:209 / 214
页数:6
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