TOTAL SYNTHESIS OF (13Z)-SPATA-13(15),17-DIENE, AND THE FORMAL SYNTHESIS OF SPATOL

被引：22

作者：

DAUBEN, WG

KOWALCZYK, BA

机构：

[1] Department of Chemistry, University of California, Berkeley

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(00)94587-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of (13Z)-spata-13(15),17-diene was achieved starting from 3-methyl-2-cyclopentenone (6) in 11 steps. The nucleus was constructed in novel fashion using a Pauson-Khand reaction of cyclobutene 9 with trimethylsilylncctylene. The appropriate sidechains were attached in a stereospecific manner taking advantage of the shape of the nucleus. © 1990.

引用

页码：635 / 638

页数：4

共 12 条

[1]

AGER DJ, 1984, SYNTHESIS-STUTTGART, P384

[2]

AGER DJ, 1981, TETRAHEDRON LETT, P2923

[3]

CONIA JM, 1967, B SOC CHIM FR, P1936

[4] ISOLATION AND STRUCTURE OF SPATOL, A POTENT INHIBITOR OF CELL REPLICATION FROM THE BROWN SEAWEED SPATOGLOSSUM-SCHMITTII [J].