ASYMMETRIC-SYNTHESIS OF 4-PHENYL-1,5-DIAZACYCLOOCTAN-2-ONE USING OPTICALLY-ACTIVE VINYL SULFOXIDES

被引:19
|
作者
ITOH, N [1 ]
MATSUYAMA, H [1 ]
YOSHIDA, M [1 ]
KAMIGATA, N [1 ]
IYODA, M [1 ]
机构
[1] TOKYO METROPOLITAN UNIV, FAC SCI, DEPT CHEM, HACHIOJI, TOKYO 19203, JAPAN
关键词
D O I
10.1246/bcsj.68.3121
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Both enantiomers of (S)- and (R)-4-phenyl-1,5-diazacyclooctan-2-ones (7) were synthesized stereo-selectively with good optical purity by the asymmetric conjugate addition of pyrazolidine to optically active vinyl sulfoxides, t-butyl (E)-2-[(R)- and (S)-p-tolylsulfinyl]cinnamates, respectively. Starting from 7, a synthesis of optically active homaline was achieved.
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页码:3121 / 3130
页数:10
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