FORMATION AND SYNTHETIC UTILITY OF DIHYDROTHIAPYRANS AND DIHYDROTHIAPYRANS

被引：29

作者：

LIPKOWITZ, KB ^{[1
]}

SCARPONE, S ^{[1
]}

MUNDY, BP ^{[1
]}

BORNMANN, WG ^{[1
]}

机构：

[1] MONTANA STATE UNIV,DEPT CHEM,BOZEMAN,MT 59717

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 04期

关键词：

D O I：

10.1021/jo01318a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The utility of the Diels-Alder reaction to form 2, 3-dihydropvran derivatives and the subsequent incorporation of other functionality by Cope rearrangement have been studied. Brevicomin, the aggregating sex pheromone for Dendroctonus brevicomis, has been synthesized, and the mass spectral fragmentation patterns of related bicyclic ketals have been compared, A theoretical prediction of regioselection in the (4 + 2) cycloaddition reactions appears quite consistent with experimental observation, particularly for heterodienes containing sulfur. © 1979, American Chemical Society. All rights reserved.

引用

页码：486 / 494

页数：9

共 33 条

[21] STUDIES DIRECTED TOWARD A PRACTICAL SYNTHESIS OF BREVICOMIN .4. FORMATION AND HYDROGENOLYSIS OF 5,7-DIMETHYL-6,8-DIOXABICYCLO[3.2.1]OCTANE UNDER CATALYTIC-HYDROGENATION CONDITIONS [J].