Dienes from the thermolysis of dicobalthexacarbonyl-complexed enynes: Mechanistic insight

被引：43

作者：

Krafft, ME ^{[1
]}

Wilson, AM ^{[1
]}

Dasse, OA ^{[1
]}

Bonaga, LVR ^{[1
]}

Cheung, YY ^{[1
]}

Fu, Z ^{[1
]}

Shao, B ^{[1
]}

Scott, IL ^{[1
]}

机构：

[1] Florida State Univ, Dept Chem, Tallahassee, FL 32306 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 33期

关键词：

Pauson-Khand reaction; dienes; mechanism;

D O I：

10.1016/S0040-4039(98)01209-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thermolysis of the hexacarbonyldicobalt complex of 1,6- or 1,7-enynes yields monocyclic 1,3-dienes. Deuterium labeling studies rule out an alpha-elimination as the mechanistic pathway for diene formation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：5911 / 5914

页数：4

共 31 条

[1] A QUALITATIVE MOLECULAR MECHANICS APPROACH TO THE STEREOSELECTIVITY OF INTRAMOLECULAR PAUSON-KHAND REACTIONS
CASTRO, J
MOYANO, A
PERICAS, MA
RIERA, A
[J]. TETRAHEDRON, 1995, 51 (23) : 6541 - 6556
[2] PtCl2-catalyzed conversion of 1,6- and 1,7-enynes to 1-vinylcycloalkenes. Anomalous bond connection in skeletal reorganization of enynes
Chatani, N
Furukawa, N
Sakurai, H
Murai, S
[J]. ORGANOMETALLICS, 1996, 15 (03) : 901 - 903
[3] HIGHLY SELECTIVE SKELETAL REORGANIZATION OF 1,6-ENYNE AND 1,7-ENYNE TO 1-VINYLCYCLOALKENES CATALYZED BY [RUCL2(CO)(3)](2)
CHATANI, N
MORIMOTO, T
MUTO, T
MURAI, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) : 6049 - 6050
[4] PALLADIUM CATALYZED TANDEM CYCLIZATION-ANION CAPTURE PROCESSES INITIATED BY ALKYL-PALLADIUM AND PI-ALLYL-PALLADIUM SPECIES
GRIGG, R
SUKIRTHALINGAM, S
SRIDHARAN, V
[J]. TETRAHEDRON LETTERS, 1991, 32 (22) : 2545 - 2548
[5] THE REGIOSELECTIVITY OF RHODIUM AND PALLADIUM-CATALYZED CYCLIZATIONS OF 2-BROMO-1,6-DIENES AND 2-BROMO-1,7-DIENES
GRIGG, R
STEVENSON, P
WORAKUN, T
[J]. TETRAHEDRON, 1988, 44 (07) : 2033 - 2048
[6] PREPARATION AND REACTIONS OF PHOSPHINE NICKELOCYCLOPENTANES
GRUBBS, RH
MIYASHITA, A
LIU, M
BURK, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (08) : 2418 - 2425
[7] The Pauson-Khand reaction on enynes bearing a pentacarbonylmetal (Cr, W) carbene tether
Jordi, L
Ricart, S
Vinas, JM
Moreto, JM
[J]. ORGANOMETALLICS, 1997, 16 (13) : 2808 - 2818
[8] KHAND IU, 1974, J CHEM SOC CHEM COMM, P379
[9] Novel 1,3-diene synthesis from alkyne and ethylene by ruthenium-catalyzed enyne metathesis
Kinoshita, A
Sakakibara, N
Mori, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) : 12388 - 12389
[10] EFFECT OF COORDINATING LIGANDS ON THE PAUSON-KHAND CYCLOADDITION - TRAPPING OF AN INTERMEDIATE
KRAFFT, ME
SCOTT, IL
ROMERO, RH
FEIBELMANN, S
VANPELT, CE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (16) : 7199 - 7207

← 1 2 3 4 →