Synthesis of contiguous cyclopropanes by palladium-catalyzed Suzuki-type cross-coupling reactions.

被引:74
作者
Charette, AB
DeFreitasGil, RP
机构
[1] Département de Chimie, Université de Montréal, Montréal
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4039(97)00478-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Suzuki cross-coupling reactions between a variety of iodocyclopropanes and cyclopropylboronate esters to produce symmetrical or unsymmetrical contiguous cyclopropanes was achieved in good yields. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2809 / 2812
页数:4
相关论文
共 17 条
[2]   Palladium-catalyzed Suzuki-type cross-couplings of iodocyclopropanes with boronic acids: Synthesis of trans-1,2-dicyclopropyl alkenes [J].
Charette, AB ;
Giroux, A .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (25) :8718-8719
[3]   Synthesis of the polycyclopropane antibiotic FR-900848 via the horeau gambit [J].
Falck, JR ;
Mekonnen, B ;
Yu, JR ;
Lai, JY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (25) :6096-6097
[4]   A CONVENIENT HIGHLY STEREOSELECTIVE SYNTHESIS OF CYCLOPROPYLBORONATES [J].
FONTANI, P ;
CARBONI, B ;
VAULTIER, M ;
CARRIE, R .
TETRAHEDRON LETTERS, 1989, 30 (36) :4815-4818
[5]  
FONTANI P, 1991, SYNTHESIS-STUTTGART, P605
[6]   BIARYL SYNTHESIS VIA SUZUKI COUPLING ON A SOLID SUPPORT [J].
FRENETTE, R ;
FRIESEN, RW .
TETRAHEDRON LETTERS, 1994, 35 (49) :9177-9180
[7]   Solid-phase Suzuki coupling for C-C bond formation [J].
Guiles, JW ;
Johnson, SG ;
Murray, WV .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (15) :5169-5171
[8]  
Hildebrand JP, 1996, SYNLETT, P893
[9]   ASYMMETRIC CYCLOPROPANATION OF 1-ALKENYLBORONIC ESTERS AND ITS APPLICATION TO THE SYNTHESIS OF OPTICALLY-ACTIVE CYCLOPROPANOLS [J].
IMAI, T ;
MINETA, H ;
NISHIDA, S .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (17) :4986-4988
[10]   DISCOVERY, ISOLATION, STRUCTURE ELUCIDATION, AND BIOSYNTHESIS OF U-106305, A CHOLESTERYL ESTER TRANSFER PROTEIN INHIBITOR FROM UC-11136 [J].
KUO, MS ;
ZIELINSKI, RJ ;
CIALDELLA, JI ;
MARSCHKE, CK ;
DUPUIS, MJ ;
LI, GP ;
KLOOSTERMAN, DA ;
SPILMAN, CH ;
MARSHALL, VP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (43) :10629-10634