Chemoselective oxidation of organozinc reagents with oxygen

被引:18
作者
Klement, I [1 ]
Lutjens, H [1 ]
Knochel, P [1 ]
机构
[1] UNIV MARBURG,FACHBEREICH CHEM,D-35032 MARBURG,GERMANY
关键词
D O I
10.1016/S0040-4020(97)00603-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized organozinc compounds prepared by hydrozincation, carbozincation or by boron-zinc exchange can be directly oxidized in a selective manner to the corresponding functionalized alcohols or hydroperoxides depending on the reaction conditions. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:9135 / 9144
页数:10
相关论文
共 37 条
[1]  
ABRAHAM MH, 1960, J CHEM SOC, P4131
[2]   PHOTOOXYGENATION OF VINYLSTANNANES - TIN-SUBSTITUTED ALLYLIC HYDROPEROXIDES THROUGH THE REGIOSELECTIVE AND DIASTEREOSELECTIVE ENE REACTION WITH SINGLET OXYGEN [J].
ADAM, W ;
KLUG, P .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (12) :3416-3420
[3]   BIOLOGICAL CHEMISTRY .2. ORGANIC PEROXIDES, BIOLOGICAL, AND SYNTHETIC ASPECTS [J].
ADAM, W ;
BLOODWORTH, AJ .
ANNUAL REPORTS ON THE PROGRESS OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY, 1978, 75 :342-369
[4]  
ADAM W, 1994, TETRAHEDRON LETT, V35, P1684
[5]  
Adam W., 1993, ANGEW CHEM, V105, P1800
[6]  
BELLASSOUED M, 1977, SYNTHESIS-STUTTGART, P205
[7]   IMPROVED SYNTHESIS OF SECONDARY HYDROPEROXIDES FROM ALCOHOLS [J].
CASTEEL, DA ;
JUNG, KE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (10) :2597-2598
[8]   PEROXY NATURAL-PRODUCTS [J].
CASTEEL, DA .
NATURAL PRODUCT REPORTS, 1992, 9 (04) :289-312
[9]   EASY OXIDATION OF ORGANOZINC COMPOUNDS TO ALCOHOLS [J].
CHEMLA, F ;
NORMANT, J .
TETRAHEDRON LETTERS, 1995, 36 (18) :3157-3160
[10]  
CZERNECKI S, 1968, CR HEBD ACAD SCI, V226, P1617