Alkenol-alkyne cross metathesis

被引：34

作者：

Clark, Daniel A. ^{[1
]}

Clark, Joseph R. ^{[1
]}

Diver, Steven T. ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 10期

关键词：

D O I：

10.1021/ol800523j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allyl alcohols and their homologues were used in the enyne cross metathesis to prepare hydroxy-functionalized dienes. An isomerization was found to occur under prolonged heating, and a method for conversion to (E)-diene product is also reported.

引用

页码：2055 / 2058

页数：4

共 29 条

[1]

[Anonymous], 2003, HDB METATHESIS

[2] Olefin metathesis in homogenous aqueous media catalyzed by conventional ruthenium catalysts [J].

Binder, Joseph B. ;

Blank, Jacqueline J. ;

Raines, Ronald T. .

ORGANIC LETTERS, 2007, 9 (23) :4885-4888

[3] Effects of allylic and homoallylic substituents on the ring closing metathesis reaction used to synthesise simplified eleuthesides [J].

Caggiano, L ;

Castoldi, D ;

Beumer, R ;

Bayón, P ;

Tesler, J ;

Gennari, C .

TETRAHEDRON LETTERS, 2003, 44 (43) :7913-7919

[4] A general model for selectivity in olefin cross metathesis [J].

Chatterjee, AK ;

Choi, TL ;

Sanders, DP ;

Grubbs, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (37) :11360-11370

[5] A solid-supported phosphine-free ruthenium alkylidene for olefin metathesis in methanol and water [J].

Connon, SJ ;

Blechert, S .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (14) :1873-1876

[6] Degradation of the first-generation Grubbs metathesis catalyst with primary alcohols, water, and oxygen. Formation and catalytic activity of ruthenium(II) monocarbonyl species [J].

Dinger, MB ;

Mol, JC .

ORGANOMETALLICS, 2003, 22 (05) :1089-1095

[7] Enyne metathesis (enyne bond reorganization) [J].

Diver, ST ;

Giessert, AJ .

CHEMICAL REVIEWS, 2004, 104 (03) :1317-1382

[8] Studies on the mechanism of intermolecular enyne metathesis: Kinetic method and alkyne substituent effects [J].

Galan, BR ;

Giessert, AJ ;

Keister, JB ;

Diver, ST .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (16) :5762-5763

[9] A rapid and simple cleanup procedure for metathesis reactions [J].

Galan, Brandon R. ;

Kalbarczyk, Kyle P. ;

Szczepankiewicz, Steven ;

Keister, Jerome B. ;

Diver, Steven T. .

ORGANIC LETTERS, 2007, 9 (07) :1203-1206

[10] A neutral, water-soluble olefin metathesis catalyst based on an N-heterocyclic carbene ligand [J].

Gallivan, JP ;

Jordan, JP ;

Grubbs, RH .

TETRAHEDRON LETTERS, 2005, 46 (15) :2577-2580

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