SYNTHESIS OF AN ENANTIOMERICALLY PURE INTERMEDIATE CONTAINING THE CD SUBSTRUCTURE OF TAXOL

被引：50

作者：

ISAACS, RCA

DIGRANDI, MJ

DANISHEFSKY, SJ

机构：

[1] Laboratory of Bio-Organic Chemisry, Sloan-Kettering Institute for Cancer Research, Memorial Sloan-Kettering Cancer Center, New York, New York 10021

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 15期

关键词：

D O I：

10.1021/jo00067a028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward conversion of the (R)-(-)-Hajos-Parrish ketone 5 to oxetane 13 is reported. It is anticipated that intermediates related to this compound could be useful for the total synthesis of taxol.

引用

页码：3938 / 3941

页数：4

共 19 条

[1] A PHOTOCHEMICAL APPROACH TO THE TAXANES
BERKOWITZ, WF
AMARASEKARA, AS
PERUMATTAM, JJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) : 1119 - 1124
[2] BLECHERT S, 1990, ALKALOIDS CHEM PHARM, V39, P195
[3] CHABNER BA, 1991, PRINCIPLES PRACTICE, V5, P1
[4] 1ST HEMISYNTHESIS OF A TAXANE COMPOUND WITH AN OXETANE GROUP IN POSITION 4 (20), 5
ETTOUATI, L
AHOND, A
POUPAT, C
POTIER, P
[J]. TETRAHEDRON, 1991, 47 (47) : 9823 - 9838
[5] LANTHANOIDS IN ORGANIC-SYNTHESIS .6. THE REDUCTION OF ALPHA-ENONES BY SODIUM-BOROHYDRIDE IN THE PRESENCE OF LANTHANOID CHLORIDES - SYNTHETIC AND MECHANISTIC ASPECTS
GEMAL, AL
LUCHE, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) : 5454 - 5459
[6] HAJOS ZG, 1990, ORG SYNTH, V7, P363
[7] THE CHEMISTRY OF TAXOL
KINGSTON, DGI
[J]. PHARMACOLOGY & THERAPEUTICS, 1991, 52 (01) : 1 - 34
[8] CONVERGENCE WITH MUTUAL KINETIC RESOLUTION .1. STUDIES DEFINING METHODOLOGY FOR THE TAXOL C/D RING FRAGMENT AND SYNTHESIS OF THE A-RING FRAGMENT
LIN, J
NIKAIDO, MM
CLARK, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (17) : 3745 - 3752
[9] A STRAIGHTFORWARD ROUTE TO FUNCTIONALIZED INTERMEDIATES CONTAINING THE CD SUBSTRUCTURE OF TAXOL
MAGEE, TV
BORNMANN, WG
ISAACS, RCA
DANISHEFSKY, SJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (12) : 3274 - 3276
[10] TOTAL SYNTHESES OF OPTICALLY-ACTIVE 19-NORSTEROIDS - (+)-ESTR-4-ENE-3,17-DIONE AND (+)-13BETA-ETHYLGON-4-ENE-3,17-DIONE
MICHELI, RA
HAJOS, ZG
COHEN, N
PARRISH, DR
PORTLAND, LA
SCIAMANNA, W
SCOTT, MA
WEHRLI, PA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (06) : 675 - 681

← 1 2 →