First examples of a Claisen rearrangement stereocontrolled by a sulfinyl group: Synthesis of novel alpha-sulfinyl dithioesters

被引：28
作者：
Alayrac, C
Fromont, C
Metzner, P
Anh, NT
机构：
[1] ISMRA UNIV,LAB CHIM MOL & THIOORGAN,CNRS,F-14050 CAEN,FRANCE
[2] ECOLE POLYTECH,LAB MECANISMES REACTIONNELS,CNRS,F-91128 PALAISEAU,FRANCE
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1997年 / 36卷 / 04期
关键词：
C-C coupling; chiral auxiliaries; dithioesters; rearrangements; sulfoxides;
D O I：
10.1002/anie.199703711
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
[No abstract available]
引用
收藏
页码：371 / 374
页数：4
相关论文
共 42 条
[1]   SYNTHESIS AND ANTISECRETORY AND ANTIULCER ACTIVITIES OF DERIVATIVES AND ANALOGS OF 2-(2-PYRIDYL)TETRAHYDROTHIOPHENE-2-CARBOTHIOAMIDE [J].
ALOUP, JC ;
BOUCHAUDON, J ;
FARGE, D ;
JAMES, C ;
DEREGNAUCOURT, J ;
HARDYHOUIS, M .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (01) :24-29
[2]  
ALOUP JC, 1990, DRUGS FUTURE, V15, P1098
[3]  
ANH NT, 1995, NEW J CHEM, V19, P353
[4]  
ANH NT, 1977, NOUV J CHIM, V1, P61
[5]  
ANH NT, 1995, ORBITALES FRONTIERES
[6]  
[Anonymous], 1988, CHEM SULFONES SULFOX
[7]   DIASTEREOSELECTIVE [2,3] WITTIG REARRANGEMENT OF TERTIARY ALPHA-LITHIO ETHERS [J].
BALESTRA, M ;
KALLMERTEN, J .
TETRAHEDRON LETTERS, 1988, 29 (52) :6901-6904
[8]   STEREOCONTROLLED FORMATION OF 2 CONTIGUOUS CHIRAL CENTERS BY THIO-CLAISEN REARRANGEMENT OF S-ALLYLATED ALPHA-HYDROXYKETENE DITHIOACETALS [J].
BESLIN, P ;
PERRIO, S .
TETRAHEDRON, 1991, 47 (32) :6275-6286
[9]   CIS-SELECTIVITY OF THE KINETIC DEPROTONATION OF DITHIOPROPANOATES [J].
BESLIN, P ;
METZNER, P ;
VALLEE, Y ;
VIALLE, J .
TETRAHEDRON LETTERS, 1983, 24 (34) :3617-3620
[10]   STEREOCHEMISTRY OF THE DEPROTONATION AND OF THE ALDOLIZATION REACTION OF DITHIOESTERS [J].
BESLIN, P ;
VALLEE, Y .
TETRAHEDRON, 1985, 41 (13) :2691-2705
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