Tetrahedron

Intramolecular [4+ 2]-cycloadditions of nitroalkenes with olefins. 2

…, YC Moon, CJ Cramer, MS Dappen, CBW Senanayake

Index: Denmark, Scott E.; Moon, Young-Choon; Cramer, Christopher J.; Dappen, Michael S.; Senanayake, C. B. W. Tetrahedron, 1990 , vol. 46, # 21 p. 7373 - 7392

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Citation Number: 47

Abstract

The intramolecular [4+ 2]-cycloadditions of di-and trisubstituted nitroalkenes with unactivated olefins are described. The cycloadditions proceed readily at low temperatures in the presence of SnCl4. The reactions are shown to be stereospecific in the preservation of dienophile configuration in the product. The configuration of the heterodiene controls the stereochemistry of the ring fusion but the selectivity is high only with trisubstituted ...