Synthesis, stereochemistry, and chiroptical spectra of cyclopropyl lactones and thionolactones

被引：17
作者：
Milewska, MJ
Gdaniec, M
Polonski, T
机构：
[1] GDANSK TECH UNIV,DEPT CHEM,PL-80952 GDANSK,POLAND
[2] ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
来源：
TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 11期
关键词：
D O I：
10.1016/0957-4166(96)00419-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Several optically active substituted 3-oxabicyclo[3.1.0]hexan-2-ones and their thiocarbonyl analogues were synthesized, and their circular dichroism spectra are reported. It was found that the n-pi* Cotton effect sign is determined by the helicity of an inherently chiral chromophore formed by the lactone or thiolactone group and the cyclopropyl moiety. The pi-pi* Cotton effect of thiocarbonyl compounds shows opposite sign to that observed for the lowest energy transition. The crystal structures of two compounds were solved to establish their molecular geometries. Copyright (C) 1996 Elsevier Science Ltd
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页码：3169 / 3180
页数：12
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