Tetrahedron p. 11977 - 11994 (1996)
Update date:2022-07-29
Topics:
Justice, David E.
Malpass, John R.
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.
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Doi:10.1016/S0957-4166(00)86032-2
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(1968)
