POLARIZED-PI FRONTIER MOLECULAR-ORBITAL (PPFMO) AND EXPERIMENTAL STUDIES OF FACIAL SELECTIVITY IN ELECTROPHILIC ATTACKS ON SUBSTITUTED ALKENES

被引:20
作者
FRANCK, RW [1 ]
KAILA, N [1 ]
BLUMENSTEIN, M [1 ]
GEER, A [1 ]
HUANG, XL [1 ]
DANNENBERG, JJ [1 ]
机构
[1] CUNY,GRAD SCH,NEW YORK,NY 10021
关键词
D O I
10.1021/jo00072a012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polarized pi-frontier orbital theory (PPFMO) is applied to the protonation and sulfenylation of several dihydrofurans and dihydropyrans of importance in sugar chemistry. The PPFMO method correctly predicts the observed selectivities for all experimentally observed cases, two of which are reported here for the first time.
引用
收藏
页码:5335 / 5337
页数:3
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