A NEW TIED-BACK APPROACH TOWARD THE SYNTHESIS OF TETRA-TERT-BUTYLETHYLENE

被引：15

作者：

BROOKS, PR

BISHOP, R

CRAIG, DC

SCUDDER, ML

COUNTER, JA

机构：

[1] UNIV NEW S WALES,SCH CHEM,KENSINGTON,NSW 2033,AUSTRALIA

[2] UNIV ADELAIDE,DEPT PHYS & INORGAN CHEM,ADELAIDE,SA 5000,AUSTRALIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 22期

关键词：

D O I：

10.1021/jo00074a013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The extremely hindered selenadiazoline 1,1'',5,5''-tetramethyldispiro[3,7-dithiabicyclo[3.3.1]nonane-9,2'-DELTA3-1',3',4'-selenadiazoline-5',9''-3'',7''-dithiabicyclo[3.3.1]nonane] (6) has been prepared as a precursor to bis(1,5-dimethyl-3,7-dithiabicyclo[3.3.1]non-9-ylidene) (8), a 'tied-back'' analogue of tetra-tert-butylethylene (1). The pyrolysis of 6 yields retrocyclization and decomposition products and no 8, presumably due to strain limitations. The ketone 1,5-dimethyl-3,7-dithiabicyclo[3.3.1]nonan-9-one (4) is unreactive toward McMurry coupling to 8.

引用

页码：5900 / 5906

页数：7