Synthesis of quaternary α-benzyl- and α-allyl-α-methylamino cyclobutanones

GHISU, LORENZA;Melis, N;SECCI, FRANCESCO;CABONI, PIERLUIGI;FRONGIA, ANGELO

2016-01-01

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Abstract

A simple and practical protocol for the construction of synthetically important quaternary α-benzyl- and α-allyl-α-methylamino cyclobutanones in good to high yield, via a sequential one-pot methylation/sigmatropic rearrangement, has been accomplished for the first time. The quaternary α-alkyl-α-amino cyclobutanones could be further manipulated, affording synthetically interesting scaffolds such as highly substituted tryptamines and cyclobuta-fused indolines.