Tetrahedron letters

Photodimerization of N-acetyl-2-azetine: Synthesis of syn-diazatricyclooctane and anti-diazatricyclooctane (diaza-3-ladderane)

PR Dave, R Duddu, J Li, R Surapaneni, R Gilardi

Index: Dave, Paritosh R.; Duddu, Rajagopal; Li, Jianchang; Surapaneni, Rao; Gilardi, Richard Tetrahedron Letters, 1998 , vol. 39, # 31 p. 5481 - 5484

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Citation Number: 19

Abstract

Preparation and select data for syn- and anti- dinitro diazatricyclooctanes: A solution of 1 (0.90 gm, 9.27 mmol) in acetone (30 ml) in a quartz tube was irradiated at room temperature. The reaction mixture was then concentrated under reduced pressure, and the residue was chromatographed on silica-gel eluting with chloroform-acetone-ethanol (4:5:1). The product, (0.475 gm, 52%), was obtained as an inseparable mixture of two isomeric compounds 6 and 7 (as indicated by ...