Strong axial preference of 2-S substituents in 3,4-dihydro-2H-1-benzopyrans

被引：3
作者：
Sipilä, K
Kansikas, J
机构：
[1] Univ Helsinki, Dept Chem, Organ Chem Lab, FIN-00014 Helsinki, Finland
[2] Univ Helsinki, Dept Chem, Inorgan Chem Lab, FIN-00014 Helsinki, Finland
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2002年 / 177卷 / 02期
关键词：
conformation; crystal structure; 2-S-3,4-dihydro-2H-1-benzopyran synthesis; O; S; S-acetal;
D O I：
10.1080/10426500210244
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The synthesis and crystal structure of a O,S,S-acetal derivative (1R*,2R*,2'S*)-1-(3,4-dihydro-2H-1-benzopyran-2-ylthio)-2-phenyl-1-phenylthiopropan-2-ol 4 are reported. The 2-S-sidechain orientation in solution determined by OCHS signals in H-1 NMR spectra is mainly axial in all the 3,4-dihydro-2H-1-benzopyran derivatives. Compound 4 crystallizes in the triclinic space group P (1) over bar with an axial 2-S-sidechain and an intramolecular hydrogen bond between the OH and the ether oxygen with the O...O distance of 2.799(3) Angstrom.
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收藏
页码：437 / 446
页数：10
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