Palladium-catalyzed addition of ketones to alkylidenecyclopropanes

被引：29

作者：

Camacho, DH ^{[1
]}

Nakamura, I ^{[1
]}

Oh, BH ^{[1
]}

Saito, S ^{[1
]}

Yamamoto, Y ^{[1
]}

机构：

[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 16期

关键词：

alkylidenecyclopropanes; hydrocarbonation; ketones; palladium catalysts;

D O I：

10.1016/S0040-4039(02)00429-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkylidenecyclopropanes react with ketones under neutral conditions, in the presence of a catalytic amount of Pd(PPh3)(4) to afford the corresponding alpha-allylated ketone products, in moderate to good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2903 / 2907

页数：5

共 50 条

[1] NICKEL-CATALYZED AND PALLADIUM-CATALYZED ADDITIONS OF NUCLEOPHILES TO CYCLIC 1,3-DIENES
ANDELL, OS
BACKVALL, JE
MOBERG, C
[J]. ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1986, 40 (03): : 184 - 189
[2] BAKER R, 1978, TETRAHEDRON LETT, P3575
[3] NEW REACTION OF METHYLENECYCLOPROPANE WITH CYCLOHEX-2-EN-1-ONES CATALYZED BY PALLADIUM(O) COMPLEXES
BALAVOINE, G
ESKENAZI, C
GUILLEMOT, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (23) : 1109 - 1110
[4] Asymmetric catalytic intramolecular hydroacylation of 4-substituted pent-4-enals to beta-substituted cyclopentanones
Barnhart, RW
McMorran, DA
Bosnich, B
[J]. CHEMICAL COMMUNICATIONS, 1997, (06) : 589 - 590
[5] PALLADIUM-CATALYZED ADDITION OF MALONATE TYPE COMPOUNDS TO ALLENES VIA A HYDROPALLADATION PROCESS
BESSON, L
GORE, J
GAZES, B
[J]. TETRAHEDRON LETTERS, 1995, 36 (22) : 3853 - 3856
[6] BINGER P, 1987, TOP CURR CHEM, V135, P77
[7] REACTIONS OF METHYLENECYCLOPROPANE .4. PALLADIUM(0)-CATALYZED CODIMERIZATION OF METHYLENECYCLOPROPANE WITH ALKENES
BINGER, P
SCHUCHARDT, U
[J]. CHEMISCHE BERICHTE-RECUEIL, 1980, 113 (10): : 3334 - 3341
[8] A MECHANISTIC STUDY OF THE RHODIUM-CATALYZED CYCLIZATION OF 4-HEXENALS - REACTIONS OF DEUTERIO-4-HEXENALS
CAMPBELL, RE
LOCHOW, CF
VORA, KP
MILLER, RG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) : 5824 - 5830
[9] Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO
[10] 2-6

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