Synthèse de l'aza-1-twistane

Abstract

2-benzoyl-l,2,3,4,4a,7,8,8aoctahydro-6(5)-isoquinolone (7) is reported.

Cage azapolycyclics. An investigation of the cyclization orientation to twisted- or nontwisted-tricyclic azabridged molecules. Synthesis and structure determination by 250-MHz nuclear magnetic resonance spectroscopy

“…Freshly distilled methyl acrylate (10 g) is placed in a sealed tube together with 13.5 g of 1,3-cyclohexadiene and 100 mg of hydroquinone. The solution is heated at 90 °C for 36 h. The product is distilled under vacuum to give 16.3 g of adduct 17 (70%); bp 90-94 °C (10 mm); IR 3040,2940,1680, and 600 cm-1; NMR (CC14) S.9-6.4 (m, 2 H), 3.55 (s, 3 H), 2.34-3 (m, 3 ), 1-1.9 (m, 6 H).…”