2,5-diketopiperazines, new chiral auxiliaries for asymmetric Diels-Alder reactions

被引:20
作者
Le, TXH [1 ]
Bussolari, JC [1 ]
Murray, WV [1 ]
机构
[1] RW JOHNSON PHARMACEUT RES INST,RARITAN,NJ 08869
关键词
D O I
10.1016/S0040-4039(97)00769-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diketopiperazines have been utilized as chiral auxiliaries for asymetric Diels-Alder reactions. Cyclo-S-phenylalanyl-R-proline (2) was found to be the most promising of these auxiliaries and afforded Diels-Alder adducts in high chemical yield (78-95%), with endo selectivities generally greater than 9:1. The diastereoselectivities observed were comparable to the best previously published values. (C) 1997 Elsevier Science Ltd.
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页码:3849 / 3852
页数:4
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