Title

Gold(I)-Catalysed Synthesis of Cyclic Sulfamidates: Current Scope, Stereochemistry and Competing Ene-Allene Cycloisomerisation

Document Type

Article

Publication Date

1-28-2015

Abstract

Six-membered cyclic sulfamidates are prepared in high yields by treatment of allenic sulfamates with readily available Ph3PAuNTf2. The reaction enables formation of N-substituted quaternary centres in high yields. The relative stereochemistry has been unambiguously determined. A π-rearrangement is faster than hydroamination in the case of an allyl-substituted sulfamate and a mechanism is proposed for this process.

DOI

10.1016/j.tet.2014.11.058Final published version Open

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