A general route for the preparation of polymer-supported N-tosyl aminoalcohols and their use as chiral auxiliaries

被引：17

作者：

Altava, B ^{[1
]}

Burguete, MI ^{[1
]}

Collado, M ^{[1
]}

García-Verdugo, E ^{[1
]}

Luis, SV ^{[1
]}

Salvador, RV ^{[1
]}

Vicent, MJ ^{[1
]}

机构：

[1] Univ Jaume 1, ESTCE, Dept Inorgan & Organ Chem, E-12080 Castellon de La Plana, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(00)02346-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Resin-supported chiral aminoalcohols bound to polymeric network via a sulfonamide link are prepared very efficiently from polymeric N-tosylamides of aminoacid esters. Preliminary results show that those compounds can be used as useful chiral auxiliaries. The presence of the sulfonyl group plays an important role in determining the properties of the resulting supported reagents. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1673 / 1675

页数：3

共 35 条

[1]

Abdel-Magid A. F., 1996, REDUCTIONS ORGANIC S

[2]

Altava B, 1999, EUR J ORG CHEM, V1999, P2263

[3]

Altava B, 1997, AN QUIM, V93, P260

[4] Polymer-grafted Ti-TADDOL complexes. Preparation and use as catalysts in Diels-Alder reactions [J].

Altava, B ;

Burguete, MI ;

Escuder, B ;

Luis, SV ;

Salvador, RV ;

Fraile, JM ;

Mayoral, JA ;

Royo, AJ .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (10) :3126-3134

[5]

Altava B, 2000, ANGEW CHEM INT EDIT, V39, P1503, DOI 10.1002/(SICI)1521-3773(20000417)39:8<1503::AID-ANIE1503>3.0.CO

[6]

2-B

[7] Polymerisation vs. grafting in the preparation of polymer-supported aluminium catalysts for the Diels-Alder reaction:: The role of the polymeric backbone. [J].

Altava, B ;

Burguete, MI ;

García-Verdugo, E ;

Luis, SV ;

Salvador, RV ;

Vicent, MJ .

TETRAHEDRON, 1999, 55 (44) :12897-12906

[8] Arylsulfonate esters in solid phase organic synthesis. II. Compatibility with commonly-used reaction conditions [J].

Baxter, EW ;

Rueter, JK ;

Nortey, SO ;

Reitz, AB .

TETRAHEDRON LETTERS, 1998, 39 (09) :979-982

[9]

Bolm C, 1998, EUR J ORG CHEM, V1998, P21, DOI 10.1002/(SICI)1099-0690(199801)1998:1<21::AID-EJOC21>3.0.CO

[10]

2-0

← 1 2 3 4 →