SYNTHESES AND CHIROPTICAL PROPERTIES OF (+)-2-BRENDANONE AND ITS ANALOGS

被引：14

作者：

NAKAZAKI, M

NAEMURA, K

KONDO, Y

机构：

[1] Department of Chemistry, Faculty of Engineering Science, Osaka University, Toyonaka

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1978年 / 44卷 / 01期

关键词：

D O I：

10.1021/jo01315a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Syntheses of (+)-2-brendanone (12), (+)-2-norbrendanone (14), and (-)-2-isobrendanone (16) from the respective optically active bicyclic intermediates (38, 37, and 54) with known absolute configurations establish their absolute configurations. As the lowest homologue of 2-brendanone, (+)-tricyclo[2.2.2.02, 6]octan-3-one (18) was prepared by the oxidative decarboxylation of (-)-endo-5-bicyclo[2.2.2]octene-2-carboxylic acid (43). Absolute rotations and chiroptical properties of these 2-brendanone analogues are discussed. © 1979, American Chemical Society. All rights reserved.

引用

页码：16 / 20

页数：5

共 23 条

[1]

ADACHI K, 1968, TETRAHEDRON LETT, P5467

[2] MEMORY EFFECTS IN MULTIPLE CARBONIUM ION REARRANGEMENTS .4. SOLVOLYTIC STUDIES OF TRICYCLO[3.2.1.02,7]OCT-4-YL SYSTEM [J].