ENANTIOSELECTIVE SYNTHESIS OF NAGILACTONE-F VIA VINYLSILANE-TERMINATED CATIONIC CYCLIZATION

被引：30

作者：

BURKE, SD

KORT, ME

STRICKLAND, SMS

ORGAN, HM

SILKS, LA

机构：

[1] Department of Chemistry, University of Wisconsin-Madison, Madison

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 10期

关键词：

VINYLSILANE-MEDIATED CATIONIC CYCLIZATION; DITERPENOID SYNTHESIS; REMOTE FUNCTIONALIZATION; BARTON REACTION;

D O I：

10.1016/S0040-4039(00)76743-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective total synthesis of nagilactone F is described. Functionalized tricyclic intermediate 3 was prepared using a high-yielding acetal-initiated/vinylsilane-terminated polyene cyclization of 5. Intramolecular alkoxy radical-mediated remote functionalization established the D-ring of the nagilactone system.

引用

页码：1503 / 1506

页数：4

共 33 条

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