Conformational preference and diastereoselectivity of (S)-N-(alpha,beta-unsaturated carbonyl)-gamma-trityloxymethyl-gamma-butyrolactam

被引:16
作者
Kanai, M
Muraoka, A
Tanaka, T
Sawada, M
Ikota, N
Tomioka, K
机构
[1] OSAKA UNIV,INST SCI & IND RES,IBARAKI,OSAKA 567,JAPAN
[2] NATL INST RADIOL SCI,CHIBA 263,JAPAN
关键词
D O I
10.1016/0040-4039(95)02025-K
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conformational dependence of (S)-N-(alpha,beta-unsaturated carbonyl)-gamma-trityloxymethyl-gamma-butyrolactam 1 on metal salts was studied by means of theoretical calculations and NMR spectroscopy. The anti-conformation is dominant in the absence of metal salt, whereas the syn-form is predominant in the presence of magnesium perchlorate. Diastereofacial selection exhibited by 1 is reasonably correlated with its conformational dependency on metal salts.
引用
收藏
页码:9349 / 9352
页数:4
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