A GENERAL AND CONVENIENT SYNTHETIC METHOD OF GEOMETRICALLY PURE (Z)-1-BROMO-1-ALKENES

Authors
UENISHI J KAWAHAMA R SHIGA Y YONEMITSU O TSUJI J
Citation
J. Uenishi et al., A GENERAL AND CONVENIENT SYNTHETIC METHOD OF GEOMETRICALLY PURE (Z)-1-BROMO-1-ALKENES, Tetrahedron letters, 37(37), 1996, pp. 6759-6762
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
37
Year of publication
1996
Pages
6759 - 6762
Database
ISI
SICI code
0040-4039(1996)37:37<6759:AGACSM>2.0.ZU;2-K
Abstract
Palladium catalyzed hydrogenolysis of 1,1-dibromo-1-alkenes by tributy ltin hydride proceeds smoothly to give (Z)-1-bromo-1-alkenes with exce llent stereoselectivity in good yields. Dibromomethylenation of aldehy des by a combination of CBr4 and Ph(3)P in methylene chloride and the successive hydrogenolysis affords (Z)-1-bromo-1-alkenes in one-pot. Co pyright (C) 1996 Elsevier Science Ltd