Organic letters

Atom-Economical Synthesis of Functionalized Cycloalkanes via Catalytic Redox Cycloisomerization of Propargyl Alcohols

BM Trost, A Breder, B Kai

Index: Trost, Barry M.; Breder, Alexander; Kai, Bao Organic Letters, 2012 , vol. 14, # 7 p. 1708 - 1711

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Citation Number: 9

Abstract

An atom-economical procedure for the direct synthesis of cycloalkanes from propargyl alcohols is reported. This high-yielding one-pot process involves a sequence consisting of a Ru-catalyzed redox isomerization of ynols into enones or an enal followed by an intramolecular Michael addition of a variety of carbon nucleophiles. Furthermore, an asymmetric variant of this protocol realized by the aid of a chiral nonracemic diamine ...