A new chiral oxathiane:: synthesis, resolution and absolute configuration determination by vibrational circular dichroism

被引:20
作者
Solladié-Cavallo, A
Balaz, M
Salisova, M
Suteu, C
Nafie, LA
Cao, X
Freedman, TB
机构
[1] Syracuse Univ, Dept Chem, Syracuse, NY 13244 USA
[2] Univ Strasbourg, Lab Stereochim Organomet, CNRS, ECPM, F-67087 Strasbourg, France
[3] Comenius Univ, Dept Organ Chem, Bratislava, Slovakia
[4] Chiral Technol Europe, F-67404 Illkirch Graffenstaden, France
关键词
D O I
10.1016/S0957-4166(01)00441-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new oxathiane, derived from 5-hydroxy-1-tetralone has been synthesized in eight steps, fully characterized as cis-fused rings by 1D and 2D NMR and resolved by preparative chiral chromatography (CHIRALCEL OD-R). The second eluting (+, MeOH)-isomer was assigned (S,S)-configuration by VCD-ab initio simulation. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2605 / 2611
页数:7
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