Palladium-catalyzed cyclization of alkenyl β-keto esters in the presence of chlorotrimethylsilane

被引：51

作者：

Pei, T ^{[1
]}

Widenhoefer, RA ^{[1
]}

机构：

[1] Duke Univ, Paul M Gross Chem Lab, Durham, NC 27708 USA

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 06期

关键词：

D O I：

10.1039/b111644d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

PdCl2(CH3CN)(2) catalyzed the cyclization of alkenyl beta-keto esters in the presence of a stoichiometric amount of SiMe3Cl to form 2-carboalkoxycyclohexanones in good yield with excellent regioselectivity.

引用

页码：650 / 651

页数：2

共 12 条

[1] Hegedus L.S., 1999, Transition Metals in the Synthesis of Complex Organic Molecules, P188
[2] PALLADIUM(II)-CATALYZED ALKOXYLATION AND ACETOXYLATION OF ALKENES
HOSOKAWA, T
SHINOHARA, T
OOKA, Y
MURAHASHI, SI
[J]. CHEMISTRY LETTERS, 1989, (11) : 2001 - 2004
[3] PALLADIUM(II)-PROMOTED CYCLIZATIONS OF OLEFINIC SILYL ENOL ETHERS - PREPARATIONS OF SIGMA-(1-SUBSTITUTED 3-OXOCYCLOPENTYL)METHYLPALLADIUM(II) COMPLEXES AND THEIR OXIDATIVE REARRANGEMENTS
ITO, Y
AOYAMA, H
SAEGUSA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (13) : 4519 - 4521
[4] CYCLIZATION REACTIONS VIA OXO-PI-ALLYLPALLADIUM(II)INTERMEDIATES
ITO, Y
AOYAMA, H
HIRAO, T
MOCHIZUKI, A
SAEGUSA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (02) : 494 - 496
[5] A novel reaction for annulation onto α,β-unsaturated ketones:: W(CO)5•L promoted exo- and endo-selective cyclizations of ω-acetylenic silyl enol ethers prepared by 1,4-addition of propargyl malonate to enones
Iwasawa, N
Maeyama, K
Kusama, H
[J]. ORGANIC LETTERS, 2001, 3 (24) : 3871 - 3873
[6] FACILE, PALLADIUM(II)-MEDIATED SYNTHESIS OF BRIDGED AND SPIROCYCLIC BICYCLOALKENONES
KENDE, AS
ROTH, B
SANFILIPPO, PJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (06) : 1784 - 1785
[7] MECHANISM AND REGIOISOMERIC CONTROL IN PALLADIUM(II)-MEDIATED CYCLOALKENYLATIONS - A NOVEL TOTAL SYNTHESIS OF (+/-)-QUADRONE
KENDE, AS
ROTH, B
SANFILIPPO, PJ
BLACKLOCK, TJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (21) : 5808 - 5810
[8] W(CO)5•THF-catalyzed endo-selective cyclization of ω-acetylenic silyl enol ethers
Maeyama, K
Iwasawa, N
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (08) : 1928 - 1929
[9] Palladium-catalyzed intramolecular addition of 1,3-diones to unactivated olefins
Pei, T
Widenhoefer, RA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (45) : 11290 - 11291
[10] A GENERAL PROCEDURE FOR INTRAMOLECULAR ALPHA-TERT-ALKYLATION OF CARBONYL-COMPOUNDS
REETZ, MT
CHATZIIOSIFIDIS, I
SCHWELLNUS, K
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (08): : 687 - 689

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