182054-91-7Relevant articles and documents
Total synthesis of scopine, pseudoscopine, and nor-derivatives
Justice, David E.,Malpass, John R.
, p. 11977 - 11994 (1996)
Scopine and pseudoscopine have been synthesised from cyclohepta-3,5-dienol; the initial 1,4-functionalisation of the diene is based on a nitroso- cycloaddition. The use of the N-benzyloxycarbonyl group throughout the scheme allows ultimate reductive deprotection to yield N-methyl or novel NH (nor-) derivatives without damage to the exo-epoxide of the title compounds. Preliminary investigation of nitroso- cycloaddition to 5,6-epoxycyclohepta-1,3-diene is described.