A NEW, GENERAL CYCLOPENTENONE SYNTHESIS

被引：39
作者：
CECCHERELLI, P
CURINI, M
MARCOTULLIO, MC
ROSATI, O
WENKERT, E
机构：
[1] UNIV PERUGIA,FAC FARM,IST CHIM ORGAN,I-06100 PERUGIA,ITALY
[2] UNIV CALIF SAN DIEGO,DEPT CHEM D-006,LA JOLLA,CA 92093
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 01期
关键词：
D O I：
10.1021/jo00288a052
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new synthesis of cyclopentenones, involving an Rh(II)-catalyzed, intramolecular carbon-hydrogen insertion of diazomethyl ketones derived from α,β-unsaturated acids, is described. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码：311 / 315
页数：5
相关论文
共 51 条
[1]   PREPARATION OF BICYCLO[3.2.1]OCTAN-6-ONES FROM SUBSTITUTED CYCLOHEXYL DIAZO KETONES [J].
AGOSTA, WC ;
WOLFF, S .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (08) :1027-1030
[2]  
BLANCO L, 1976, SYNTHESIS-STUTTGART, P194
[3]   STEREOSELECTIVE CONVERSION OF KETO GROUPS INTO METHYL VINYL QUATERNARY CARBON CENTERS [J].
BUCKWALTER, BL ;
BURFITT, IR ;
FELKIN, H ;
JOLYGOUDKET, M ;
NAEMURA, K ;
SALOMON, MF ;
WENKERT, E ;
WOVKULICH, PM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (20) :6445-6450
[4]   NEW SYNTHESIS OF TRIAMANTANE INVOLVING A NOVEL REARRANGEMENT OF A POLYCYCLIC OLEFIN IN GAS-PHASE ON PLATINUM [J].
BURNS, W ;
MCKERVEY, MA ;
ROONEY, JJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (24) :965-966
[5]   NEW APPROACH TO CONSTRUCTION OF DIAMONDOID HYDROCARBONS - SYNTHESIS OF ANTI-TETRAMANTANE [J].
BURNS, W ;
MCKERVEY, MA ;
MITCHELL, TRB ;
ROONEY, JJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (03) :906-911
[6]   CHEMISTRY OF PODOCARPACEAE .27. RING-C MODIFICATIONS OF METHYL ABIETA-8,11,13-TRIEN-18-OATE [J].
CAMBIE, RC ;
FRANICH, RA .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1971, 24 (01) :117-&
[7]   CHEMISTRY OF ADAMANTANE .3. SYNTHESIS AND REACTIONS OF 1,2-DISUBSTITUTED ADAMANTANE DERIVATIVES [J].
CHAKRABA.JK ;
SZINAI, SS ;
TODD, A .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (09) :1303-&
[8]   REGIOSELECTIVE INTRAMOLECULAR CARBON-HYDROGEN INSERTION IN COPPER-CATALYZED CARBENOID DECOMPOSITIONS OF CIS-1-METHYL-3-ARYLCYCLOHEXANE-1-DIAZOMETHYL KETONES - SOME SYNTHETIC APPLICATIONS [J].
CHAKRABARTY, S ;
RAY, JK ;
MUKHERJEE, D ;
GHATAK, UR .
SYNTHETIC COMMUNICATIONS, 1975, 5 (04) :275-281
[9]   REGIOSELECTIVITY IN THE INTRAMOLECULAR CARBON HYDROGEN INERTION IN METAL-CATALYZED DECOMPOSITION OF SOME CIS-1-METHYL-3-ARYLCYCLOHEXYL DIAZOMETHYL KETONES - A HIGHLY EFFICIENT HOMOGENEOUS NICKEL-CATALYST FOR CARBENOID INSERTION [J].
CHAKRABORTI, AK ;
RAY, JK ;
KUNDU, KK ;
CHAKRABARTY, S ;
MUKHERJEE, D ;
GHATAK, UR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (02) :261-273
[10]   SYNTHESIS OF ALPHA-PHOSPHORYLATED CYCLOPENTANONES BY INTRAMOLECULAR CARBENOID CYCLIZATIONS OF ALPHA-DIAZO BETA-KETO ALKYLPHOSPHONATES AND PHOSPHINE OXIDES [J].
CORBEL, B ;
HERNOT, D ;
HAELTERS, JP ;
STURTZ, G .
TETRAHEDRON LETTERS, 1987, 28 (52) :6605-6608
123456