REGIOSELECTIVE AND CHEMOSELECTIVE RING-OPENING OF EPOXIDES TO BROMOHYDRINS WITH DILITHIUM TETRABROMOCUPRATE

被引：40

作者：

CIACCIO, JA ^{[1
]}

HELLER, E ^{[1
]}

TALBOT, A ^{[1
]}

机构：

[1] BUCKNELL UNIV,DEPT CHEM,LEWISBURG,PA 17837

来源：

SYNLETT | 1991年 / 04期

关键词：

D O I：

10.1055/s-1991-20695

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dilithium tetrabromocuprate, prepared from lithium bromide and copper(II) bromide, regioselectively converts functionalized epoxides (11 examples) to vicinal bromohydrins resulting from nucleophilic attack by bromide at the less substituted epoxide carbon.

引用

页码：248 / 250

页数：3

共 35 条

[1] CONVERSION OF EPOXIDES TO BROMOHYDRINS BY B-BROMOBIS (DIMETHYLAMINO) BORANE
BELL, TW
CIACCIO, JA
[J]. TETRAHEDRON LETTERS, 1986, 27 (07) : 827 - 830
[2] BUYS HR, 1970, RECL TRAV CHIM PAY-B, V89, P245
[3] CAPUTO R, 1986, SYNTHESIS-STUTTGART, P499
[4] DILITHIUM TETRACHLOROCUPRATE - A REAGENT FOR REGIOSELECTIVE CLEAVAGE OF EPOXIDES TO CHLOROHYDRINS
CIACCIO, JA
ADDESS, KJ
BELL, TW
[J]. TETRAHEDRON LETTERS, 1986, 27 (32) : 3697 - 3700
[5] A NEW METHOD FOR STEREOSPECIFIC CIS HYDROXYLATION OF OLEFINS
COREY, EJ
DAS, J
[J]. TETRAHEDRON LETTERS, 1982, 23 (41) : 4217 - 4220
[6] CONTROLLED CHEMICAL SYNTHESIS OF THE ENZYMATICALLY PRODUCED EICOSANOIDS 11-HETE, 12-HETE, AND 15-HETE FROM ARACHIDONIC-ACID AND CONVERSION INTO THE CORRESPONDING HYDROPEROXIDES (HPETE)
COREY, EJ
MARFAT, A
FALCK, JR
ALBRIGHT, JO
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (04) : 1433 - 1435
[7] SYNTHESIS OF LACTONES BY THE PALLADIUM-CATALYZED CARBONYLATION OF HALO ALCOHOLS
COWELL, A
STILLE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (12) : 4193 - 4198
[8] DILITHIUM TETRABROMONICKELATE(II) AS A SOURCE OF SOFT NUCLEOPHILIC BROMIDE - REACTION WITH EPOXIDES
DAWE, RD
MOLINSKI, TF
TURNER, JV
[J]. TETRAHEDRON LETTERS, 1984, 25 (19) : 2061 - 2064
[9] AN EASY AND EFFICIENT EPOXIDE OPENING TO GIVE HALOHYDRINS USING TIN(II) HALIDES
EINHORN, C
LUCHE, JL
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) : 1368 - 1369
[10] Gorzynski Smith J., 1984, J SYNTHESIS, P629

← 1 2 3 4 →