CYCLIZATION OF ALPHA,OMEGA-DIBORYLALKANES VIA DOUBLE SUZUKI-MIYAURA COUPLING

被引：35

作者：

SODERQUIST, JA

LEON, G

COLBERG, JC

MARTINEZ, I

机构：

[1] Department of Chemistry, University of Puerto Rico, Rio Piedras

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 18期

关键词：

D O I：

10.1016/0040-4039(95)00479-V

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both carbo- and heterocyclic six-membered ring systems (3) containing an exocyclic carbon-carbon double bond have been prepared (25-76%) from alpha,omega-dienes (1) through the cross coupling of their dihydroboration products (2) with either aromatic or aliphatic vinylidene dibromides (4) in a one-pot Pd-catalyzed sequence.

引用

收藏

页码：3119 / 3122

页数：4

相关论文

共 22 条

[1] TRANS-VINYLBORANES FROM 9-BORABICYCLO[3.3.1]NONANE THROUGH DEHYDROBORYLATION [J].

COLBERG, JC ;

RANE, A ;

VAQUER, J ;

SODERQUIST, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (14) :6065-6071

[2]

FISHER RP, 1982, SYNTHESIS-STUTTGART, P127

[3]

FUCHS PL, 1972, TETRAHEDRON LETT, V36, P3769

[4]

ISHIYAMA T, 1991, SYNLETT, P687

[5] SYNTHETIC AND COMPUTATIONAL STUDIES OF SILAMETACYCLOPHANES - MACROCYCLIC CAGE COMPOUNDS [J].

KWOCHKA, WR ;

DAMRAUER, R ;

SCHMIDT, MW ;

GORDONS, MS .

ORGANOMETALLICS, 1994, 13 (09) :3728-3732

[6] PALLADIUM-CATALYZED INTERMOLECULAR AND INTRAMOLECULAR CROSS-COUPLING REACTIONS OF B-ALKYL-9-BORABICYCLO[3.3.1]NONANE DERIVATIVES WITH 1-HALO-1-ALKENES OR HALOARENES - SYNTHESES OF FUNCTIONALIZED ALKENES, ARENES, AND CYCLOALKENES VIA A HYDROBORATION COUPLING SEQUENCE [J].

MIYAURA, N ;

ISHIYAMA, T ;

SASAKI, H ;

ISHIKAWA, M ;

SATOH, M ;

SUZUKI, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :314-321

[7] NOVEL AND CONVENIENT METHOD FOR THE STEROSPECIFIC AND REGIOSPECIFIC SYNTHESIS OF CONJUGATED ALKADIENES AND ALKENYNES VIA THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF 1-ALKENYLBORANES WITH BROMOALKENES AND BROMOALKYNES [J].

MIYAURA, N ;

YAMADA, K ;

SUGINOME, H ;

SUZUKI, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (04) :972-980

[8]

Pelter A., 1988, BORANE REAGENTS

[9]

RIVERA I, 1992, TETRAHEDRON LETT, V33, P6915

[10] STEREOSELECTIVE SYNTHESIS OF (Z,E)-2-BROMO-1,3-DIENES VIA THE PALLADIUM (O) CATALYZED CROSS COUPLING REACTIONS OF 1,1-DIBROMOOLEFINS AND VINYLBORONIC ACIDS [J].

ROUSH, WR ;

MORIARTY, KJ ;

BROWN, BB .

TETRAHEDRON LETTERS, 1990, 31 (45) :6509-6512