Boron-substituted building blocks in Diels-Alder and other cycloaddition reactions

被引:80
作者
Hilt, G [1 ]
Bolze, P [1 ]
机构
[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany
来源
SYNTHESIS-STUTTGART | 2005年 / 13期
关键词
boron; cycloaddition; cyclotrimerisation; Diels-Alder reaction; 1,3-dipole;
D O I
10.1055/s-2005-872084
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Boron-containing building blocks are among the most prominent starting materials in several transformations based on their wide range of synthetic applications. Over the last decade various cycloaddition reactions were reported where boron-containing 1,3-dienes or boron-containing dienophiles were used. Combined with the broad follow-up chemistry, target-oriented as well as diversity-oriented syntheses could be established.
引用
收藏
页码:2091 / 2115
页数:25
相关论文
共 153 条
[1]  
ALBRECHT K, 2004, SCI SYNTHESIS, V6, P697
[2]   1,3-DIPOLAR CYCLOADDITIONS .70. ADDITIONS OF BENZONITRILE OXIDE TO OLEFINIC AND ACETYLENIC DIPOLAROPHILES [J].
BAST, K ;
CHRISTL, M ;
HUISGEN, R ;
MACK, W ;
SUSTMANN, R .
CHEMISCHE BERICHTE-RECUEIL, 1973, 106 (10) :3258-3274
[3]   Diels-Alder reactions of dienylboron compounds with unactivated dienophiles: an application of boron tethering for substituted cyclohexenol synthesis [J].
Batey, RA ;
Thadani, AN ;
Lough, AJ .
CHEMICAL COMMUNICATIONS, 1999, (05) :475-476
[4]   Alkenylboronate tethered intramolecular Diels-Alder reactions [J].
Batey, RA ;
Thadani, AN ;
Lough, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (02) :450-451
[5]   Intramolecular Diels-Alder reactions of alkenylboranes - A stereoselective route to functionalized bicyclo[4.3.0]nonenes. [J].
Batey, RA ;
Lin, D ;
Wong, A ;
Hayhoe, CLS .
TETRAHEDRON LETTERS, 1997, 38 (21) :3699-3702
[6]   1,3-Dipolar cycloadditions of azomethine ylides to alkenylboronic esters.: Access to substituted boron analogues of β-proline and 3-hydroxypyrrolidines [J].
Belfaitah, A ;
Isly, M ;
Carboni, B .
TETRAHEDRON LETTERS, 2004, 45 (09) :1969-1972
[7]   5-ISOXAZOLEBORONIC ACIDS [J].
BIANCHI, G ;
COGOLI, A ;
GRUNANCE.P .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1966, 6 (06) :598-&
[8]  
Blanchard C, 1996, SYNTHESIS-STUTTGART, P45
[9]   4S,5S-[bis(carbethoxy)]-2-ethenyl-1,3,2-dioxaborolane: A novel enantioselective dienophile [J].
Bonk, JD ;
Avery, MA .
TETRAHEDRON-ASYMMETRY, 1997, 8 (08) :1149-1152
[10]   A SIMPLE, GENERAL-SYNTHESIS OF 1-ALKYNYLDIISOPROPOXYBORANES [J].
BROWN, HC ;
BHAT, NG ;
SREBNIK, M .
TETRAHEDRON LETTERS, 1988, 29 (22) :2631-2634