A SHORT FORMAL SYNTHESIS OF (-)-METHYLENOLACTOCIN VIA A NICKEL-CATALYZED INTRAMOLECULAR CARBOZINCATION

被引：53

作者：

VAUPEL, A ^{[1
]}

KNOCHEL, P ^{[1
]}

机构：

[1] UNIV MARBURG,FACHBEREICH CHEM,D-35032 MARBURG,GERMANY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 02期

关键词：

D O I：

10.1016/0040-4039(94)02243-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The lactone 2 which can be converted in one step into (-)-methylenolactocin 1 was prepared in 4 steps, 30 % overall yield and > 92 % ee starring from (E)-3-trimethylsilylpropenal 4. The key step is a new nickel catalyzed cyclization of the polyfunctional bromo-alkenylsilane 3 mediated by Et(2)Zn. The intermediate organozinc species 7 has been directly oxidized to an aldehyde with oxygen.

引用

页码：231 / 232

页数：2

共 11 条

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