BORON-TRIFLUORIDE CATALYZED REARRANGEMENTS OF NOVEL EPOXIDE DERIVATIVES OF MANOOL AND MANOYL OXIDE

被引：3

作者：

GRANT, PK ^{[1
]}

LYNCH, GP ^{[1
]}

SIMPSON, J ^{[1
]}

WONG, G ^{[1
]}

机构：

[1] UNIV OTAGO,DEPT CHEM,DUNEDIN,NEW ZEALAND

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1993年 / 46卷 / 08期

关键词：

D O I：

10.1071/CH9931125

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The preparation of four epoxides (1)-(4) derived from manool [labda-8(17),14-dien-13-ol] and manoyl oxide (8,13-epoxylabdane) via diosphenols is reported. Lewis acid promoted intramolecular rearrangements of these were investigated. Reaction of epoxide (1) with boron trifluoride etherate resulted in the isolation of a novel dimer (44), the structure being elucidated by X-ray crystallography. However, epoxides (2)-(4) yielded monomeric rearrangement products.

引用

页码：1125 / 1145

页数：21

共 20 条

[1] SEMIEMPIRICAL DERIVATION OF C-13 NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS - HYDROCARBONS, ALCOHOLS, AMINES, KETONES, AND OLEFINS [J].