ASYMMETRIC CYCLIZATION REACTIONS - CYCLIZATION OF SUBSTITUTED 4-PENTENALS INTO CYCLOPENTANONE DERIVATIVES BY RHODIUM(I) WITH CHIRAL LIGANDS

被引:71
作者
TAURA, Y [1 ]
TANAKA, M [1 ]
WU, XM [1 ]
FUNAKOSHI, K [1 ]
SAKAI, K [1 ]
机构
[1] KYUSHU UNIV,FAC PHARMACEUT SCI,MAIDASHI 3-1-1,HIGASHI KU,FUKUOKA 812,JAPAN
关键词
ASYMMETRIC CYCLIZATION; WILKINSON COMPLEX; RHODIUM; CHIRAL LIGAND; CYCLOPENTANONE;
D O I
10.1016/S0040-4020(01)80954-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric cyclization of substituted 4-pentenals (Ia,b,c; IIa,b,c,d) by Rh(I) with chiral ligands was tested, and substrate (IId) with a bulkier substituent at C4 underwent more stereoselective cyclization by Rh(I)-((+)-DIPMC) to yield substituted cyclopentanone (IIId). The Rh(I) with (+)-DIPMC was found to proceed in a different manner from the Wilkinson-catalyzed cyclization.
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页码:4879 / 4888
页数:10
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