Tropos or atropos? That is the question!

被引:159
作者
Mikami, K [1 ]
Aikawa, K [1 ]
Yusa, Y [1 ]
Jodry, JJ [1 ]
Yamanaka, M [1 ]
机构
[1] Tokyo Inst Technol, Dept Appl Chem, Meguro Ku, Tokyo 1528552, Japan
关键词
asymmetric catalysis; asymmetric activation; atropos; tropos; biphenylphosphine;
D O I
10.1055/s-2002-34228
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
While non-racemic catalysts can generate non-racemic products with or without the non-linear relationship in enantiomeric excesses between catalysts and products, racemic catalysts inherently give only a racemic mixture of chiral products. Racemic catalysts can be enantioselectively evolved into highly activated catalysts by association with chiral activators. Asymmetric activation strategy can produce greater enantiomeric excess in the products, even when using a catalytic amount of chiral activator per chiral or racemic catalysts bearing atropisomeric (atropos: from Greek a meaning not, and tropos meaning turn) ligands, than the enantioselectivity attained by the enantiomerically pure catalyst on its own. Some recent applications of the asymmetric activation catalysis that employ not only atropos and racemic ligands but also tropos ligands without enantiomeric resolution are herein reported. The great success of the asymmetric catalysts with tropos ligands clearly illustrate that chirally rigid atropos ligands can be replaced by chirally flexible tropos ligands to give preferentially the thermodynamically favorable diastereomer of catalysts with higher chiral efficiency than does the minor isomer. The asymmetric activation concept now progress toward the use of racemic but tropos ligands rather than the use of atropos ones.
引用
收藏
页码:1561 / 1578
页数:18
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