HYDROBORATION OF ALKYNES WITH PINACOLBORANE CATALYZED BY HZRCP(2)CL

被引：238

作者：

PEREIRA, S ^{[1
]}

SREBNIK, M ^{[1
]}

机构：

[1] UNIV TOLEDO,DEPT CHEM,TOLEDO,OH 43606

来源：

ORGANOMETALLICS | 1995年 / 14卷 / 07期

关键词：

D O I：

10.1021/om00007a003

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pinacolborane (1.05 equiv) hydroborates both terminal and internal alkynes, in the presence of 5 mol % zirconocene chloride hydride (HZrCp(2)Cl) at 25 degrees C, in excellent yields and with excellent regio- and stereoselectivity. Without HZrCp(2)Cl and under otherwise identical conditions, hydroboration proceeds to an extent of only 2-20%.

引用

页码：3127 / 3128

页数：2

共 26 条

[1] EARLY TRANSITION-METAL CATALYZED-HYDROBORATION OF ALKENES
BIJPOST, EA
DUCHATEAU, R
TEUBEN, JH
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 95 (02) : 121 - 128
[2] CATECHOLBORANE (1,3,2-BENZODIOXABOROLE) AS A NEW, GENERAL MONOHYDROBORATION REAGENT FOR ALKYNES - CONVENIENT SYNTHESIS OF ALKENEBORONIC ESTERS AND ACIDS FROM ALKYNES VIA HYDROBORATION
BROWN, HC
GUPTA, SK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (12) : 4370 - &
[3] ORGANOBORANES .30. CONVENIENT PROCEDURES FOR THE SYNTHESIS OF ALKYLBORONIC AND ALKENYLBORONIC ACIDS AND ESTERS
BROWN, HC
BHAT, NG
SOMAYAJI, V
[J]. ORGANOMETALLICS, 1983, 2 (10) : 1311 - 1316
[4] HYDROBORATION .39. 1,3,2-BENZODIOXABOROLE (CATECHOLBORANE) AS A NEW HYDROBORATION REAGENT FOR ALKENES AND ALKYNES - GENERAL SYNTHESIS OF ALKANEBORONIC AND ALKENEBORONIC ACIDS AND ESTERS VIA HYDROBORATION - DIRECTIVE EFFECTS IN HYDROBORATION OF ALKENES AND ALKYNES WITH CATECHOLBORANE
BROWN, HC
GUPTA, SK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (18) : 5249 - 5255
[5] HYDROBORATION .25. HYDROBORATION OF 3-BUTENYL DERIVATIVES CONTAINING REPRESENTATIVE SUBSTITUENTS
BROWN, HC
UNNI, MK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (11) : 2902 - +
[6] ENANTIOSELECTIVE HYDROBORATION MEDIATED BY HOMOCHIRAL RHODIUM CATALYSTS
BURGESS, K
OHLMEYER, MJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) : 5178 - 5179
[7] TRANSITION-METAL-PROMOTED HYDROBORATIONS OF ALKENES, EMERGING METHODOLOGY FOR ORGANIC TRANSFORMATIONS
BURGESS, K
OHLMEYER, MJ
[J]. CHEMICAL REVIEWS, 1991, 91 (06) : 1179 - 1191
[8] MIGRATION OF 1-ALKENYL GROUPS FROM ZIRCONIUM TO BORON-COMPOUNDS
COLE, TE
QUINTANILLA, R
RODEWALD, S
[J]. ORGANOMETALLICS, 1991, 10 (10) : 3777 - 3781
[9] FIRST EXAMPLE OF STABLE 1,1-BIMETALLOALKENES OF BORON AND ZIRCONIUM - SYNTHESIS, REACTIVITY, X-RAY-ANALYSIS, AND NMR-STUDIES
DELOUX, L
SKRZYPCZAKJANKUN, E
CHEESMAN, BV
SREBNIK, M
SABAT, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (22) : 10302 - 10303
[10] Dzhemilev UM, 1986, RUSS CHEM REV, V55, P66, DOI DOI 10.1070/RC1986V055N02ABEH003172

← 1 2 3 →