REMOTE SUBSTITUENT EFFECTS ON REGIOSELECTIVITY IN RHODIUM(I)-CATALYZED HYDROBORATIONS OF NORBORNENES

被引：27

作者：

BRANDS, KMJ ^{[1
]}

KENDE, AS ^{[1
]}

机构：

[1] UNIV ROCHESTER,DEPT CHEM,ROCHESTER,NY 14627

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 40期

关键词：

D O I：

10.1016/S0040-4039(00)61080-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Remote substituent effects on the regioselectivity of both the conventional and the rhodium(I)-catalyzed hydroborations of some norbornene derivatives are discussed.

引用

页码：5887 / 5890

页数：4

共 23 条

[1] LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - NEW REAGENT FOR REDUCTION OF CYCLIC AND BICYCLIC KETONES WITH SUPER STEREOSELECTIVITY - REMARKABLY SIMPLE AND PRACTICAL PROCEDURE FOR CONVERSION OF KETONES TO ALCOHOLS IN EXCEPTIONALLY HIGH STEREOCHEMICAL PURITY [J].

BROWN, HC ;

KRISHNAMURTHY, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (20) :7159-+

[2] ETHYLENE INSERTION AND BETA-HYDROGEN ELIMINATION FOR PERMETHYLSCANDOCENE ALKYL COMPLEXES - A STUDY OF THE CHAIN PROPAGATION AND TERMINATION STEPS IN ZIEGLER-NATTA POLYMERIZATION OF ETHYLENE [J].

BURGER, BJ ;

THOMPSON, ME ;

COTTER, WD ;

BERCAW, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (04) :1566-1577

[3] KINETICS AND MECHANISM OF THE INSERTION OF OLEFINS INTO NIOBIUM-HYDRIDE AND TANTALUM-HYDRIDE BONDS - A STUDY OF THE COMPETITION BETWEEN STERIC AND ELECTRONIC EFFECTS [J].

BURGER, BJ ;

SANTARSIERO, BD ;

TRIMMER, MS ;

BERCAW, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (10) :3134-3146

[4]

BURGES SK, 1991, J ORG CHEM, V56, P7360

[5] TRANSITION-METAL-PROMOTED HYDROBORATIONS OF ALKENES, EMERGING METHODOLOGY FOR ORGANIC TRANSFORMATIONS [J].

BURGESS, K ;

OHLMEYER, MJ .

CHEMICAL REVIEWS, 1991, 91 (06) :1179-1191

[6] ON DEUTERIUM-LABELING STUDIES FOR PROBING RHODIUM-CATALYZED HYDROBORATION REACTIONS [J].

BURGESS, K ;

VANDERDONK, WA ;

KOOK, AM .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) :2949-2951

[7]

Charton M, 1981, J THEOR BIOL, V13, P119, DOI DOI 10.1002/9780470171929.CH3

[8] KINETICS AND MECHANISM OF THE INSERTION OF OLEFINS INTO TRANSITION-METAL HYDRIDE BONDS [J].

DOHERTY, NM ;

BERCAW, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (09) :2670-2682

[9] THE RHODIUM-CATALYZED HYDROBORATION OF OLEFINS - A MECHANISTIC INVESTIGATION [J].

EVANS, DA ;

FU, GC .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (08) :2280-2282

[10] AMIDE-DIRECTED, IRIDIUM-CATALYZED HYDROBORATION OF OLEFINS - DOCUMENTATION OF REGIOCHEMICAL AND STEREOCHEMICAL CONTROL IN CYCLIC AND ACYCLIC SYSTEMS [J].

EVANS, DA ;

FU, GC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) :4042-4043

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