A remarkable rate acceleration of the Baylis-Hillman reaction

被引：54

作者：

Lee, WD ^{[1
]}

Yang, KS ^{[1
]}

Chen, KM ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 17期

关键词：

D O I：

10.1039/b103644k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of alpha -naphthyl acrylate with both aliphatic and aromatic aldehydes in the presence of DABCO (30 mol%) afforded the desired (alpha -methylene-beta -hydroxy)esters with reasonable chemical yields (51-88%) within 20 min.

引用

页码：1612 / 1613

页数：2

共 21 条

[11] Chiral amine-catalyzed asymmetric Baylis-Hillman reaction:: A reliable route to highly enantiomerically enriched (α-methylene-β-hydroxy)esters [J].

Iwabuchi, Y ;

Nakatani, M ;

Yokoyama, N ;

Hatakeyama, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (43) :10219-10220

[12] Lithium perchlorate-accelerated Baylis-Hillman reactions [J].

Kawamura, M ;

Kobayashi, S .

TETRAHEDRON LETTERS, 1999, 40 (08) :1539-1542

[13]

KUNDU MK, 1994, SYNLETT, P444

[14]

Langer P, 2000, ANGEW CHEM INT EDIT, V39, P3049, DOI 10.1002/1521-3773(20000901)39:17<3049::AID-ANIE3049>3.0.CO

[15]

2-5

[16] The reactions of aryl acrylates under Baylis-Hillman conditions. [J].

Perlmutter, P ;

Puniani, E ;

Westman, G .

TETRAHEDRON LETTERS, 1996, 37 (10) :1715-1718

[17] An unexpected rate acceleration practical improvements in the Baylis-Hillman reaction [J].

Rafel, S ;

Leahy, JW .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1521-1522

[18] Effect of branching in alkylgroups of tertiary amines on their performance as catalysts in the high pressure promoted Baylis-Hillman reaction [J].

Schuurman, RJW ;

vanderLinden, A ;

Grimbergen, RPF ;

Nolte, RJM ;

Scheeren, HW .

TETRAHEDRON, 1996, 52 (24) :8307-8314

[19] Titanium(IV) chloride and quaternary ammonium salt promoted Baylis-Hillman reaction [J].

Shi, M ;

Feng, YS .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (02) :406-411

[20] Efficient Baylis-Hillman reactions promoted by mild cooperative catalysts and their application to catalytic asymmetric synthesis [J].

Yamada, YMA ;

Ikegami, S .

TETRAHEDRON LETTERS, 2000, 41 (13) :2165-2169

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