CHIRAL LIGANDS CONTAINING HETEROATOMS .13. OPTICALLY-ACTIVE 4-(2'-PYRIDYL)-1,3-OXAZOLIDINES - AN IMPROVED SYNTHESIS OF 2-(2'-PYRIDYL)-2-AMINOALCOHOLS

被引：11

作者：

CONTI, S

COSSU, S

GIACOMELLI, G

FALORNI, M

机构：

[1] Sassari

来源：

TETRAHEDRON | 1994年 / 50卷 / 47期

关键词：

D O I：

10.1016/S0040-4020(01)89356-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An improved synthesis of 2-(2'-pyridyl)-2-aminoalcohols 1a and 1b, in enantiomerically pure form via 1,3-oxazolidine derivatives is presented. Some efficient and selective methods for both the cleavage of the oxazolidine ring and the removal of the N-Boc protecting group are also reported.

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页码：13493 / 13500

页数：8

相关论文

共 27 条

[1] CATALYZED ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES [J].

BOLM, C ;

SCHLINGLOFF, G ;

HARMS, K .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05) :1191-1203

[2] BIS(4,5-DIHYDROOXAZOLYL) DERIVATIVES IN ASYMMETRIC CATALYSIS [J].

BOLM, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (05) :542-543

[3]

Bolm C., 1991, ANGEW CHEM, V103, P556

[4] ORGANOCOBALT COMPOUNDS IN THE SYNTHESIS OF PYRIDINES - AN EXAMPLE OF STRUCTURE-EFFECTIVITY RELATIONSHIPS IN HOMOGENEOUS CATALYSIS [J].

BONNEMANN, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (04) :248-262

[5]

Bonnemann H., 1985, ANGEW CHEM, V97, P264

[6] ENANTIOSELECTIVE REDUCTION OF KETONES WITH BORANE, CATALYZED BY (S)-(-)-PROLINE OR (S)-(+)-PROLINOL [J].

BRUNEL, JM ;

MAFFEI, M ;

BUONO, G .

TETRAHEDRON-ASYMMETRY, 1993, 4 (10) :2255-2260

[7]

BRUNNER H, 1988, SYNTHESIS-STUTTGART, P645

[8] EFFECTS OF TRIETHYLAMINE IN ASYMMETRIC REDUCTION USING OXAZABOROLIDINE REAGENTS [J].

CAI, DW ;

TSCHAEN, D ;

SHI, YJ ;

VERHOEVEN, TR ;

REAMER, RA ;

DOUGLAS, AW .

TETRAHEDRON LETTERS, 1993, 34 (20) :3243-3246

[9] AN ENANTIOSELECTIVE SYNTHESIS OF (6R)-LACTACYSTIN [J].

COREY, EJ ;

CHOI, SY .

TETRAHEDRON LETTERS, 1993, 34 (44) :6969-6972

[10] ENANTIOSELECTIVE CONVERSION OF ALDEHYDES TO CYANOHYDRINS BY A CATALYTIC-SYSTEM WITH SEPARATE CHIRAL BINDING-SITES FOR ALDEHYDE AND CYANIDE COMPONENTS [J].

COREY, EJ ;

WANG, Z .

TETRAHEDRON LETTERS, 1993, 34 (25) :4001-4004