Tetrahedron Letters p. 1977 - 1980 (1992)
Update date:2022-08-03
Topics:
Quinkert
Nestler Schumacher
Del Grosso
Durner
Bats
Diene ketenes smoothly accessible by photochemical ring cleavage of o-quinol acetates, in the presence of primary or secondary amines afford the corresponding amides. In an intramolecular version of this reaction macrocyclic lactams of type A are produced, if aminoalkylated o-quinol acetates of type C are used as photoreactants. These photoreactants are available on acid mediated removal of the Boc-protecting group from Wessely acetoxylation products of type D, easily formed via compounds of type E from aminoalkylated phenols of type F.
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