REARRANGEMENTS OF PHENYLTHIO GROUP OF TRIMETHYLSILYL-ENOLETHERS OF ALPHA,ALPHA-DIALKYLATED ALPHA-PHENYLTHIO-KETONES

被引:7
作者
GERBER, U
WIDMER, U
SCHMID, R
SCHMID, H
机构
[1] Organisch-Chemisches Institut, Universität Zürich, Zürich, 8001
[2] Pharmazeutische Forschungsabteilung, F. Hoffmann-La Roche & Co. Ag, Basel
关键词
D O I
10.1002/hlca.19780610108
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rearrangements of the Phenylthio Group of Trimethylsilyl‐enolethers of α,α‐Dialkylated α‐Phenylthio‐ketones Trimethylsilyl‐enolethers of α,α‐dialkylated α‐phenylthio‐ketones undergo a photochemically induced 1,3‐phenylthio shift leading to isomeric enolethers in high yields. The rearrangement can also be carried out under thermal conditions, but the results are less satisfying. Copyright © 1978 Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:83 / 89
页数:7
相关论文
共 13 条
[1]  
BROWNBRIDGE P, 1977, CHEM COMMUN, P1131
[2]  
CLAISEN L, 1922, J PRAKT CHEMISTRY, V105, P79
[3]  
COATES RM, 1974, TETRAHEDRON LETT, P3955
[4]   POLARE IMPRAGNIERUNG VON GLASKAPILLAREN FUR DIE GAS-CHROMATOGRAPHIE [J].
GROB, K .
HELVETICA CHIMICA ACTA, 1965, 48 (06) :1362-&
[6]  
HELD P, 1970, Z CHEM, V10, P187
[7]  
JUNG ME, 1976, TETRAHEDRON LETT, P2935
[8]   SECONDARY DEUTERIUM-ISOTOPE EFFECTS IN THIA-ALLYLIC REARRANGEMENT [J].
KWART, H ;
GEORGE, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :5214-5215
[9]   MECHANISM OF DIPHENYL DISULFIDE CATALYSIS OF THERMAL THIA-ALLYLIC REARRANGEMENT [J].
KWART, H ;
JOHNSON, NA .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (17) :2855-2858
[10]  
MOUSSERON M, 1952, B SOC CHIM FR, V19, P767