The palladium(II)-catalyzed Nazarov reaction

被引：89

作者：

Bee, C

Leclerc, E

Tius, MA

机构：

[1] Univ Hawaii, Dept Chem, Honolulu, HI 96822 USA

[2] Canc Res Ctr Hawaii, Honolulu, HI 96813 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 26期

关键词：

ASYMMETRIC CYCLOPENTANNELATION; PALLADIUM; EXCHANGE;

D O I：

10.1021/ol036017e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The PdCl2-catalyzed cyclization of alpha-alkoxy dienones leads to 2-hydroxycyclopentenones, whereas the Pd(OAc)(2)-catalyzed reaction leads to cross-conjugated cyclopentenones through an oxidative process.

引用

页码：4927 / 4930

页数：4

共 18 条

[1] Nazarov-initiated diastereoselective cascade polycyclization of aryltrienones [J].

Bender, JA ;

Arif, AM ;

West, FG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (32) :7443-7444

[2] PALLADIUM(0)-CATALYZED CROSS-COUPLING REACTIONS OF ALPHA-ALKOXYALKENYLSTANNANES AND ALPHA-ALKOXYALKENYLZINCS [J].

CASSON, S ;

KOCIENSKI, P .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (09) :1187-1191

[3]

Habermas K.L., 1994, ORG REACTIONS, V45, P1

[4] Asymmetric cyclopentannelation: Camphor-derived auxiliary [J].

Harrington, PE ;

Murai, T ;

Chu, C ;

Tius, MA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (34) :10091-10100

[5]

HEGEDUS LS, 1999, SYNTHESIS COMPLEX OR, pCH7

[6] Asymmetric cyclopentannelation. Axial to tetrahedral chirality transfer [J].

Hu, HP ;

Smith, D ;

Cramer, RE ;

Tius, MA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (42) :9895-9896

[7] A convenient two step protocol for the synthesis of cyclopentenones and indanones, including an asymmetric variant [J].

Kerr, DJ ;

Metje, C ;

Flynn, BL .

CHEMICAL COMMUNICATIONS, 2003, (12) :1380-1381

[8] FACILE ARYL ARYL EXCHANGE BETWEEN THE PALLADIUM CENTER AND PHOSPHINE-LIGANDS IN PALLADIUM(II) COMPLEXES [J].

KONG, KC ;

CHENG, CH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6313-6315

[9] SYNTHESIS AND CHARACTERIZATION OF PLATINUM AND PALLADIUM CLUSTERS WITH PHOSPHIDE LIGANDS [J].

MOISEEV, II ;

KOZITSYNA, NY ;

KOCHUBEY, DI ;

KOLOMIJCHUK, VN ;

ZAMARAEV, KI .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 451 (1-2) :231-241

[10] ACYLATION OF ALKENES GENERATED INSITU BY HYDRIDE TRANSFER FROM ISOALKANES - SYNTHESIS OF PENTALENONES, HYDRINDENONES, AND CYCLOPENTENONES [J].

MORELFOURRIER, C ;

DULCERE, JP ;

SANTELLI, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (21) :8062-8069

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