Stereochemistry of seven-membered heterocycles: XLI. Stereoselective synthesis of 3-R-1,5-dihydro-2,4-benzothiepine 2-oxides

被引：2

作者：

Kikilo, PA ^{[1
]}

Khairutdinov, BI ^{[1
]}

Shaikhutdinov, RA ^{[1
]}

Shtyrlin, YG ^{[1
]}

Klochkov, VV ^{[1
]}

Klimovitskii, EN ^{[1
]}

机构：

[1] Kazan VI Lenin State Univ, Butlerov Sci Res Chem Inst, Kazan 420008, Tatarstan, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2001年 / 71卷 / 06期

关键词：

D O I：

10.1023/A:1012304123411

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The oxidation of 3-R-1,5-dihydro-2,4-benzothiepines with m-chloroperbenzoic acid occurs in a highly diastereoselective fashion. The resulting trans-sulfoxides at -60 degreesC in CDCl3 exist as an equilibrium mixture of the chair and boat forms with the substituents in the equatorial position. The fraction of the boat conformation increases in the series R = Ph, Me, t-Bu.

引用

页码：960 / 964

页数：5

共 5 条

[1] Stereochemistry of Seven-Membered Heterocycles: XLI. Stereoselective Synthesis of 3-R-1,5-Dihydro-2,4-benzothiepine 2-Oxides
P. A. Kikilo
B. I. Khairutdinov
R. A. Shaikhutdinov
Yu. G. Shtyrlin
V. V. Klochkov
E. N. Klimovitskii
Russian Journal of General Chemistry, 2001, 71 : 960 - 964
[2] Stereochemistry of seven-membered heterocycles: XL. Diastereoselectivity of reactions of 3,6-dimethoxycarbonyltetrazine with 2-R-1,3-dioxacyclohept-5-enes
Klimovitskii, EN
Shtyrlin, YG
Shaikhutdinova, GR
Vafina, RM
Kashaeva, EA
Kataeva, ON
Litvinov, IA
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2000, 70 (05) : 788 - 792
[3] The first crystal structures of six- and seven-membered tellurium- and nitrogen-containing (Te-N) heterocycles: 2H-1,4-benzotellurazin-3(4H)-one and 2,3-dihydro-1,5-benzotellurazepin-4(5H)-one
Myers, Joshua P.
Fronczek, Frank R.
Junk, Thomas
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2016, 72 : 1 - +
[4] The first crystal structures of six- and seven-membered tellurium- and nitrogen-containing (Te-N) heterocycles: 2H-1,4-benzotellurazin-3(4H)-one and 2,3-dihydro-1,5-benzotellurazepin-4(5H)-one
Junk, Thomas (txj9137@louisiana.edu), 1600, International Union of Crystallography, 5 Abbey Road, Chester, CH1 2HU, United Kingdom (72):
[5] The first crystal structures of six-and seven-membered tellurium- and nitrogen-containing (Te-N) heterocycles: 2H-1,4-benzotellurazin-3(4H)-one and 2,3-dihydro-1,5-benzotellurazepin-4(5H)-one
Myers, Joshua P.
Fronczek, Frank R.
Junk, Thomas
Acta Crystallographica Section C: Structural Chemistry, 2016, 72 : 1 - 5

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