Selective monoacylation of a diamine using intramolecular delivery by a DMAP unit

被引：21

作者：

Kelly, TR ^{[1
]}

Cavero, M ^{[1
]}

机构：

[1] Boston Coll, EF Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 16期

关键词：

D O I：

10.1021/ol026206h

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

[GRAPHICS] Regioselective monoacylation of a diamine is achieved by including a suitably positioned 4-(dimethylamino)pyridine (DMAP) group within the molecule.

引用

页码：2653 / 2656

页数：4

共 23 条

[1]

AMINOLYSIS REACTIONS .I. MECHANISM OF AMINOLYSIS AND AMIDINOLYSIS OF P-NITROPHENYL ACETATE IN CHLOROBENZENE [J].

ANDERSON, H ;

SU, CW ;

WATSON, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (02) :482-&

[2]

First direct C-2-lithiation of 4-DMAP. Convenient access to reactive functional derivatives and ligands [J].

Cuperly, D ;

Gros, P ;

Fort, Y .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01) :238-241

[3]

FABER K, 1992, SYNTHESIS-STUTTGART, P895

[4]

Enantioselective nucleophilic catalysis with "planar-chiral" heterocycles [J].

Fu, GC .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (06) :412-420

[5]

AMINOPYRIDINES AS ACYLATION CATALYSTS FOR TERTIARY ALCOHOLS [J].

HASSNER, A ;

KREPSKI, LR ;

ALEXANIAN, V .

TETRAHEDRON, 1978, 34 (14) :2069-2076

[6]

4-DIALKYLAMINOPYRIDINES AS ACYLATION CATALYSTS .4. 4-DIALKYLAMINOPYRIDINES AS HIGHLY ACTIVE ACYLATION CATALYSTS [J].

HOFLE, G ;

STEGLICH, W ;

VORBRUGGEN, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (08) :569-&

[7]

Nonenzymatic kinetic resolution of racemic alcohols through an ''induced fit'' process [J].

Kawabata, T ;

Nagato, M ;

Takasu, K ;

Fuji, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (13) :3169-3170

[8]

A rationally designed prototype of a molecular motor [J].

Kelly, TR ;

Silva, RA ;

De Silva, H ;

Jasmin, S ;

Zhao, YJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (29) :6935-6949

[9]

Unidirectional rotary motion in a molecular system [J].

Kelly, TR ;

De Silva, H ;

Silva, RA .

NATURE, 1999, 401 (6749) :150-152

[10]

Facile metal-assisted hydrolysis of a urethane [J].

Kelly, TR ;

Cavero, M ;

Zhao, Y .

ORGANIC LETTERS, 2001, 3 (24) :3895-3898

← 1 2 3 →