Platinum(II)-catalyzed isomerization of alkoxycyclopropanes to alkylated ketones

被引：33

作者：

Hoberg, JO

Jennings, PW

机构：

[1] MONTANA STATE UNIV,DEPT CHEM,BOZEMAN,MT 59717

[2] NATL RENEWABLE ENERGY LAB,GOLDEN,CO 80401

来源：

ORGANOMETALLICS | 1996年 / 15卷 / 18期

关键词：

D O I：

10.1021/om960157t

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Conversion of alkoxycyclopropanes to 2-methyl Ketones has been accomplished using catalytic platinum. Mechanistic studies revealed that the conversion involves platinum insertion into the cyclopropane followed by rearrangement to produce the methyl ketone.

引用

收藏

页码：3902 / 3904

页数：3

相关论文

共 35 条

[1] PALLADIUM-CATALYZED ARYLATION OF SILOXYCYCLOPROPANES WITH ARYL TRIFLATES - CARBON CHAIN ELONGATION VIA CATALYTIC CARBON CARBON BOND-CLEAVAGE [J].

AOKI, S ;

FUJIMURA, T ;

NAKAMURA, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (10) :3296-3298

[2] TRANSITION-METAL CATALYZED REARRANGEMENTS OF SMALL RING ORGANIC-MOLECULES [J].

BISHOP, KC .

CHEMICAL REVIEWS, 1976, 76 (04) :461-486

[3] THE ORGANOMETALLIC CHEMISTRY OF ALKANES [J].

CRABTREE, RH .

CHEMICAL REVIEWS, 1985, 85 (04) :245-269

[4] ELECTROPHILIC CYCLOPROPANES IN ORGANIC-SYNTHESIS [J].

DANISHEFSKY, S .

ACCOUNTS OF CHEMICAL RESEARCH, 1979, 12 (02) :66-72

[5] REACTIVITY OF (3-CHLORO-2-METHYLENECYCLOALKYL)PALLADIUM CHLORIDE DIMERS - A PALLADIUM-MEDIATED RING HOMOLOGATION FUNCTIONALIZATION APPROACH TO 4-ARYLTROPONES RELATED TO COLCHICINE [J].

DONALDSON, WA ;

STEPUSZEK, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (04) :1309-1313

[6] REARRANGEMENTS OF OXOCYCLOPROPANECARBOXYLATE ESTERS TO VINYL ETHERS - DISPARATE BEHAVIOR OF TRANSITION-METAL CATALYSTS [J].

DOYLE, MP ;

VANLEUSEN, D .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (27) :5326-5339

[7] REACTION OF "EXO-TRICYCLO[3.2.1.02,4]-6-OCTANONE WITH ZEISE DIMER [J].

EKELAND, RA ;

JENNINGS, PW .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 281 (2-3) :397-402

[8] REACTIONS OF DIAZOMETHANE DERIVATIVES WITH PLATINUM(II) - A FACILE METHOD FOR PLATINUM SLIDE PREPARATION [J].

HANKS, TW ;

EKELAND, RA ;

EMERSON, K ;

LARSEN, RD ;

JENNINGS, PW .

ORGANOMETALLICS, 1987, 6 (01) :28-32

[9] PLATINACYCLOBUTANES ON THE ROUTE TO CYCLOPROPANATION [J].

HANKS, TW ;

JENNINGS, PW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) :5023-5025

[10] SYNTHESIS AND CHARACTERIZATION OF THE 1ST EXAMPLE OF INSERTION BY PLATINUM(II) INTO A TETRASUBSTITUTED CYCLOPROPANE [J].

HOBERG, JO ;

LARSEN, RD ;

JENNINGS, PW .

ORGANOMETALLICS, 1990, 9 (04) :1334-1335

← 1 2 3 4 →