EVALUATION OF 2 POSSIBLE TRANSITION-STATES IN INTRAMOLECULAR OXETANE OXOLANE RING FORMATION BASED ON AM1 CALCULATIONS

被引:6
作者
NISHIYAMA, S
YAMAMURA, S
KATO, K
NAGAI, M
TAKITA, T
TERADA, Y
机构
[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
[2] NIPPON KAYAKU CO LTD,PHARMACEUT GRP,RES LABS,KITA KU,TOKYO 115,JAPAN
[3] MEIJO UNIV,FAC PHARM,TEMPAKU KU,NAGOYA,AICHI 468,JAPAN
关键词
D O I
10.1016/S0040-4039(00)97731-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
AM1 calculations have been successfully carried out to evaluate relative stabilities of the two possible transition states (4-exo- and 5-endo-openings) in each intramolecular cyclization of four 3,4-epoxy alcohols, suggesting that two cis-epoxy alcohols give rise to the corresponding oxetanes while the tetrahydrofurans are only produced in the case of trans-epoxy alcohols. © 1990.
引用
收藏
页码:4777 / 4780
页数:4
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