AN INTERESTING C-RING CONTRACTION IN PACLITAXEL (TAXOL(R))

被引：11

作者：

CHEN, SH

HUANG, S

ROTH, GP

机构：

[1] Bristol-Myers Squibb, Pharmaceutical Research Institute, Wallingford, CT 06492-7660

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 49期

关键词：

D O I：

10.1016/0040-4039(95)01954-G

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An interesting pinacol rearrangement involving 7-epi-6 alpha-tosylate/triflate-paclitaxel derivatives (6) and (10), with the formation of five-membered C-ring containing analogs (7) and (11), is described.

引用

页码：8933 / 8936

页数：4

共 24 条

[1]

APPENDINO G, 1995, TETRAHEDRON LETT, V36, P3223

[2] INTRAMOLECULAR REACTIONS OF CARBOHYDRATE TRIFLATES [J].

BINKLEY, RW .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) :2353-2356

[3] TOTAL SYNTHESIS OF (-)-AROMADENDRENE [J].

BUCHI, G ;

HOFHEINZ, W ;

PAUKSTEI.JV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (17) :4113-&

[4] SYNTHESIS OF 10-DEACETOXYTAXOL AND 10-DEOXYTAXOTERE [J].

CHAUDHARY, AG ;

KINGSTON, DGI .

TETRAHEDRON LETTERS, 1993, 34 (31) :4921-4924

[5] THE CHEMISTRY OF TAXANES - REACTION OF TAXOL AND BACCATIN DERIVATIVES WITH LEWIS-ACIDS IN APROTIC AND PROTIC MEDIA [J].

CHEN, SH ;

HUANG, S ;

WEI, JM ;

FARINA, V .

TETRAHEDRON, 1993, 49 (14) :2805-2828

[6] TAXOL(R) STRUCTURE-ACTIVITY-RELATIONSHIPS - SYNTHESIS AND BIOLOGICAL EVALUATION OF TAXOL ANALOGS MODIFIED AT C-7 [J].

CHEN, SH ;

KANT, J ;

MAMBER, SW ;

ROTH, GP ;

WEI, JM ;

MARSHALL, D ;

VYAS, DM ;

FARINA, V ;

CASAZZA, A ;

LONG, BH ;

ROSE, WC ;

JOHNSTON, K ;

FAIRCHILD, C .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (18) :2223-2228

[7] STUDIES ON THE PHOTOCHEMISTRY OF TAXOL(R) [J].

CHEN, SH ;

FARINA, V ;

HUANG, S ;

GAO, Q ;

GOLIK, J ;

DOYLE, TW .

TETRAHEDRON, 1994, 50 (29) :8633-8650

[8]

CHEN SH, 1993, Patent No. 5380751

[9]

Georg G. I., 1995, TAXOL SCI APPL, P317

[10] TAXOL CHEMISTRY - 7-O-TRIFLATES AS PRECURSORS TO OLEFINS AND CYCLOPROPANES [J].

JOHNSON, RA ;

NIDY, EG ;

DOBROWOLSKI, PJ ;

GEBHARD, I ;

QUALLS, SJ ;

WICNIENSKI, NA ;

KELLY, RC .

TETRAHEDRON LETTERS, 1994, 35 (43) :7893-7896

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