Recent developments in bisdiborane chemistry:: B-C-B, B-C-C-B, B-C=C-B and B-CC-B compounds

被引:61
作者
Dembitsky, VM [1 ]
Abu Ali, H [1 ]
Srebnik, M [1 ]
机构
[1] Hebrew Univ Jerusalem, Sch Pharm, Dept Med Chem & Nat Prod, IL-91120 Jerusalem, Israel
关键词
bisdiborane; gerninated boranes; tetraorganodiborane; bis(pinacolato) diborane(4); bis(catecholato) diborane(4); diazoalkanes; inserfions; hydroboration; dihydroboration; carbenoids; bis(boryl)alkenes; vinylphosphonates; 1-alkynylboronates; diboration; thermolysis;
D O I
10.1002/aoc.430
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An overview of the development of new strategies in organic synthesis with a minimum of chemical steps is becoming increasingly necessary for the efficient assembly of complex molecular structures. Therefore, the combination of multiple reactions in a single operation represents a particularly efficient approach. Among these strategies, the synthesis and reactivity of bisdiboranes has never been reviewed although its popularity for the synthesis of complex architectural molecules has been steadily increasing during the last decade. This review is intended to highlight the use of partly geminated boranes (B-C-B), and also bisdiborane reagents (B-C-C-B, B-C=C-B, B-C=C-B). Copyright (C) 2003 John Wiley Sons, Ltd.
引用
收藏
页码:327 / 345
页数:19
相关论文
共 112 条
[51]   A synthesis of (E)-(1-organo-1-alkenyl)boronates by the palladium-catalyzed cross-coupling reaction of (E)-1,2-bis(boryl)-1-alkenes with organic halides: A formal carboboration of alkynes via the diboration-coupling sequence [J].
Ishiyama, T ;
Yamamoto, M ;
Miyaura, N .
CHEMISTRY LETTERS, 1996, (12) :1117-1118
[52]   Platinum(0)-catalyzed diboration of alkynes with tetrakis(alkoxo)diborons: An efficient and convenient approach to cis-bis(boryl) alkenes [J].
Ishiyama, T ;
Matsuda, N ;
Murata, M ;
Ozawa, F ;
Suzuki, A ;
Miyaura, N .
ORGANOMETALLICS, 1996, 15 (02) :713-720
[53]   Diboration of alkenes with bis(pinacolato)diboron catalysed by a platinum(0) complex [J].
Ishiyama, T ;
Yamamoto, M ;
Miyaura, N .
CHEMICAL COMMUNICATIONS, 1997, (07) :689-690
[54]   PLATINUM(O)-CATALYZED DIBORATION OF ALKYNES [J].
ISHIYAMA, T ;
MATSUDA, N ;
MIYAURA, N ;
SUZUKI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :11018-11019
[55]   Chemistry of Group 13 element-transition metal linkage - the platinum- and palladium-catalyzed reactions of (alkoxo)diborons [J].
Ishiyama, T ;
Miyaura, N .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 611 (1-2) :392-402
[56]   Efficient olefin diboration by a base-free platinum catalyst [J].
Iverson, CN ;
Smith, MR .
ORGANOMETALLICS, 1997, 16 (13) :2757-2759
[58]  
IVERSON CN, 1997, ORGANOMETALLICS, V16, P2575
[59]   CATIONIC D(0)/F(0) METALLOCENE CATALYSTS - PROPERTIES OF BINUCLEAR ORGANOBORANE LEWIS-ACID COCATALYSTS AND WEAKLY COORDINATING COUNTERANIONS DERIVED THEREFROM [J].
JIA, L ;
YANG, XM ;
STERN, C ;
MARKS, TJ .
ORGANOMETALLICS, 1994, 13 (10) :3755-3757
[60]   BORYLATION OF ARYLSILANES .2. SYNTHESIS AND REACTIONS OF SILYLATED DIHALOGENPHENYLBORANES [J].
KAUFMANN, D .
CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (06) :901-905