MORE ON ADAMANTENE

被引：21

作者：

BIAN, NY ^{[1
]}

JONES, M ^{[1
]}

机构：

[1] PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08544 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 35期

关键词：

D O I：

10.1021/ja00140a009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

At high dilution and temperature adamantene undergoes a retro Diels-Alder cycloaddition to a triene, as well as retro-insertion reactions to give carbenes. 1,2-Diiodoadamantane and 3-diiodomethylnoradamantane react with methyllithium in the gas phase to give adamantene, which is efficiently reduced to adamantane under these conditions. Addition of adamantene to butadiene occurs in 4 + 2 and 2 + 2 fashion.

引用

页码：8957 / 8961

页数：5

共 46 条

[41]

SZEIMIES G, 1992, ADV STRAIN ORGANIC C

[42]

UDDING AC, 1966, J CHEM SOC CHEM COMM, P657

[43]

VANZORGE JA, 1970, RECL TRAV CHIM PAY-B, V89, P781

[44] STRAINED BRIDGEHEAD DOUBLE-BONDS [J].

WARNER, PM .

CHEMICAL REVIEWS, 1989, 89 (05) :1067-1093

[45]

Wiseman J. R., 1970, J AM CHEM SOC, V92, P956, DOI 10.1021/ja00707a035

[46] CARBENE ROUTE TO BRIDGEHEAD OLEFINS - BICYCLO[2.2.2]OCT-1-ENE [J].

WOLF, AD ;

JONES, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (24) :8209-8210

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