APPLICATION OF YEAST-CATALYZED REDUCTIONS TO SYNTHESIS OF (2R,3S)-PHENYLISOSERINE

被引：48

作者：

KEARNS, J ^{[1
]}

KAYSER, MM ^{[1
]}

机构：

[1] UNIV NEW BRUNSWICK,DEPT PHYS SCI,ST JOHN E2L 4L5,NB,CANADA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 18期

关键词：

D O I：

10.1016/S0040-4039(00)76640-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple synthesis of (2R,3S)-phenylisoserine, a precursor of the C-13 side chain of Taxol(R)(paclitaxel), utilising yeast-catalyzed reduction to generate a second chiral centre is reported. This short enantioselective series of transformations can be readily adapted to large scale production of a variety of N-substituted paclitaxel analogues.

引用

页码：2845 / 2848

页数：4

共 18 条

[1]

BREAU L, 1987, J LAB COMP RADIOPHAR, V25, P301

[2]

CHAUVIERE G, 1981, CR ACAD SCI II, V293, P501

[3] AN EFFICIENT, ENANTIOSELECTIVE SYNTHESIS OF THE TAXOL SIDE-CHAIN [J].

DENIS, JN ;

GREENE, AE ;

SERRA, AA ;

LUCHE, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (01) :46-50

[4] AN IMPROVED SYNTHESIS OF THE TAXOL SIDE-CHAIN AND OF RP-56976 [J].

DENIS, JN ;

CORREA, A ;

GREENE, AE .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1957-1959

[5] A HIGHLY EFFICIENT, PRACTICAL APPROACH TO NATURAL TAXOL [J].

DENIS, JN ;

GREENE, AE ;

GUENARD, D ;

GUERITTEVOEGELEIN, F ;

MANGATAL, L ;

POTIER, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5917-5919

[6]

DOMINIQUE J, 1993, TETRAHEDRON LETT, V34, P6049

[7]

GEORG GI, IN PRESS CURRENT OPI

[8]

GEORG GI, IN PRESS TAXOL SCI A

[9]

GEORG GL, IN PRESS BIOORG MED

[10]

HOLTON R, 1991, Patent No. 5015744

← 1 2 →