FORMAL SYNTHESIS OF (-)-VALLESAMIDINE A 2,2,3-TRIALKYLINDOLINE ALKALOID

被引：17

作者：

COSTA, PRR

CASTRO, RN

FARIAS, FMC

ANTUNES, OAC

BERGTER, L

机构：

[1] UNIV FED FLUMINENSE,INST QUIM,DEPT QUIM ORGAN,BR-24000 NITEROI,RJ,BRAZIL

[2] UNIV FED RIO DE JANEIRO,INST QUIM,DEPT QUIM ORGAN,BR-21941 RIO JANEIRO,BRAZIL

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(00)80350-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(S)-(+)-2-ethyl-2[2'-carboxymethyl]cyclopentanone 6 was prepared regio- and enantioselectively (ee = 90%) by ''deracemizing alkylation'' of the chiral imine 5 with methylacrylate. Compound 6 was transformed into the bicyclic imine (R)-(+)-3. This intermediate was used by Heathcock, in the racemic form, to the total synthesis of (+/-)-Vallesamidine 1, a 2,2,3-trialkylindoline alkaloid.

引用

页码：1499 / 1500

页数：2

共 12 条

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