Issue 7, 1998

A new feature in the chemistry of nitrobenzofuroxans: ambident reactivity in Diels–Alder condensations

Abstract

The 4,6-dinitrobenzofuroxan (DNBF) structure is shown to act both as a dienophile and a heterodiene upon treatment with 1-trimethylsilyloxybuta-1,3-diene and vinyl ethyl ether, providing in two steps a highly functionalised stereoselective compound.

Article information

Article type
Paper

Chem. Commun., 1998, 791-792

A new feature in the chemistry of nitrobenzofuroxans: ambident reactivity in Diels–Alder condensations

D. Vichard, J. Hallé, B. Huguet, M. Pouet, F. Terrier, D. Vichard, B. Huguet and D. Riou, Chem. Commun., 1998, 791 DOI: 10.1039/A800343B

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