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
DENIS, JN
GREENE, AE
SERRA, AA
LUCHE, MJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (01) : 46 - 50
[4] AN IMPROVED SYNTHESIS OF THE TAXOL SIDE-CHAIN AND OF RP-56976
DENIS, JN
CORREA, A
GREENE, AE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) : 1957 - 1959
[5] A HIGHLY EFFICIENT, PRACTICAL APPROACH TO NATURAL TAXOL
DENIS, JN
GREENE, AE
GUENARD, D
GUERITTEVOEGELEIN, F
MANGATAL, L
POTIER, P
[J]. 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 →