Et3B-promoted, Pd-catalyzed C-allylation of o-hydroxyacetophenone and its derivatives with allyl alcohols

被引：60

作者：

Horino, Y ^{[1
]}

Naito, M ^{[1
]}

Kimura, M ^{[1
]}

Tanaka, S ^{[1
]}

Tamaru, Y ^{[1
]}

机构：

[1] Nagasaki Univ, Fac Engn, Dept Appl Chem, Nagasaki 8528521, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 17期

关键词：

alcohols; allylation; boron and compounds; palladium and compounds;

D O I：

10.1016/S0040-4039(01)00381-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Triethylborane promotes the Pd-catalyzed selective C-diallylation of o-hydroxyacetophenone and C-monoallylation of o-hydroxypropiophenone with a variety of ally alcohols. The reaction proceeds smoothly at 25-50 degreesC and provides the allylation products in excellent yields, (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3113 / 3116

页数：4

共 17 条

[1]

Brown HC, 1999, ANGEW CHEM INT EDIT, V38, P2052, DOI 10.1002/(SICI)1521-3773(19990712)38:13/14<2052::AID-ANIE2052>3.0.CO

[2]

2-9

[3] A NOVEL METHOD FOR THE INSITU GENERATION OF ALKOXYDIALKYLBORANES AND THEIR USE IN THE SELECTIVE PREPARATION OF 1,3-SYN DIOLS [J].

CHEN, KM ;

GUNDERSON, KG ;

HARDTMANN, GE ;

PRASAD, K ;

REPIC, O ;

SHAPIRO, MJ .

CHEMISTRY LETTERS, 1987, (10) :1923-1926

[4]

Godleslcy S., 1991, COMPREHENSIVE ORGANI, V4, P585

[5]

ITO K, 1992, J CHEM SOC P1, P2833

[6]

Kazmaier U, 1999, ANGEW CHEM INT EDIT, V38, P1468, DOI 10.1002/(SICI)1521-3773(19990517)38:10<1468::AID-ANIE1468>3.0.CO

[7]

2-O

[8]

KOSTER R, 1975, LIEBIGS ANN CHEM, P352

[9] Palladium catalysed allylic substitution via in situ activation of allylic alcohols [J].

Kumareswaran, R ;

Vankar, YD .

TETRAHEDRON LETTERS, 1997, 38 (48) :8421-8424

[10] Fluorine-assisted selective alkylation to fluorinated epoxides and carbonyl compounds: Implication of pentacoordinate trialkylaluminum complexes [J].

Ooi, T ;

Kagoshima, N ;

Maruoka, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (24) :5754-5755

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