The chemistry and occurrence of taxane derivatives .28. Novel base-catalyzed rearrangement of the taxane skeleton

被引：9

作者：

Appendino, G ^{[1
]}

Fenoglio, I ^{[1
]}

VanderVelde, DG ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT MED CHEM,LAWRENCE,KS 66045

来源：

JOURNAL OF NATURAL PRODUCTS | 1997年 / 60卷 / 05期

关键词：

D O I：

10.1021/np960667s

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Methanolysis of taxicin I esters afforded the 1,15-secotaxane 4, the result of a vinylogous retroaldol reaction followed by acetalization and a transannular hydride shift.

引用

页码：464 / 466

页数：3

共 15 条

[11] AN UNPRECEDENTED SILYL TRIFLATE-PROMOTED HYDRIDE SHIFT WITHIN A TAXANE DERIVATIVE [J].

PAQUETTE, LA ;

ZHAO, MZ ;

FRIEDRICH, D .

TETRAHEDRON LETTERS, 1992, 33 (48) :7311-7314

[12]

PY S, 1993, B SOC CHIM FR, V130, P189

[13] MODIFIED TAXOLS .5. REACTION OF TAXOL WITH ELECTROPHILIC REAGENTS AND PREPARATION OF A REARRANGED TAXOL DERIVATIVE WITH TUBULIN ASSEMBLY ACTIVITY [J].

SAMARANAYAKE, G ;

MAGRI, NF ;

JITRANGSRI, C ;

KINGSTON, DGI .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (17) :5114-5119

[14]

TAKAHASHI T, 1932, J PHARM SOC JPN, V52, P61

[15] Semisynthesis of some 7-deoxypaclitaxel analogs from taxine B [J].

Wiegerinck, PHG ;

Fluks, L ;

Hammink, JB ;

Mulders, SJE ;

deGroot, FMH ;

vanRozendaal, HLM ;

Scheeren, HW .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) :7092-7100

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