Synthesis and stereochemistry of 1H,5H-naphtho[1,8-ef][1,3]dithiocine 2-oxides

被引：0

作者：

Kikilo, PA ^{[1
]}

Khairutdinov, BI ^{[1
]}

Shtyrlin, YG ^{[1
]}

Klochkov, VV ^{[1
]}

Klimovitskii, EN ^{[1
]}

机构：

[1] Kazan VI Lenin State Univ, Butlerov Chem Inst, Kazan 420111, Tatarstan, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 41卷 / 07期

关键词：

D O I：

10.1007/s11178-005-0297-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Substituted 1H,5H-naphtho[1,8-ef][1,3]dithiocines (R. = H, Me, Ph, t-Bu) were oxidized with m-chloroperoxybenzoic acid to the corresponding 2-oxides having trans configuration (R : H). According to C the H-1 and C-13 NMR data (including NOESY experiments), the disubstituted compounds at room temperature exist in a boat conformation with equatorial orientation of the substituent on C-3 and oxygen atom on S-2. The compound with no substituent on C3 gives rise to a mixture of boat conformers with axial and equatorial sulfoxide oxygen atoms at a ratio of 83:17.

引用

页码：1089 / 1092

页数：4

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