Synthesis of 6-alkyl analogues of the 1-azabicyclo[4.3.0] nonan-2-one system by a strategy of geminal acylation and Beckmann rearrangement

被引：5

作者：

Elliott, CE ^{[1
]}

Miller, DO ^{[1
]}

Burnell, DJ ^{[1
]}

机构：

[1] Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 02期

关键词：

D O I：

10.1039/b108164k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Compounds with the 1-azabicyclo[4.3.0]nonan-2-one nucleus have been prepared with methyl and isobutyl groups at C-6. The synthetic sequence was: geminal acylation to produce a but-2-enylcyclopentane-1,3-dione derivative, treatment with O-mesitylenesulfonylhydroxylamine and then Beckmann rearrangement with BF3.Et2O and cyclization of the amidic nitrogen onto the terminal double bond. In addition, the results of exploratory reactions are presented.

引用

页码：217 / 226

页数：10

共 61 条

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