?-Trimethylsilylmethylamine Radical Cation in the Synthesis of Cyclic Amines and Beyond

Ganesh Pandey; Debasis Dey; Smita R. Gadre

doi:10.2533/chimia.2013.30

?-Trimethylsilylmethylamine Radical Cation in the Synthesis of Cyclic Amines and Beyond

Authors

Ganesh Pandey Division of Organic Chemistry National Chemical Laboratory Pashan Road, Pune 411008, India, Molecular Synthesis Laboratory, CBMR Sanjay Gandhi Post-graduate Institute of Medical Sciences, Campus Raebareli Road, Lucknow 226014, India. gp.pandey@ncl.res.in
Debasis Dey Division of Organic Chemistry National Chemical Laboratory Pashan Road, Pune 411008, India
Smita R. Gadre Division of Organic Chemistry National Chemical Laboratory Pashan Road, Pune 411008, India

DOI:

https://doi.org/10.2533/chimia.2013.30

Keywords:

α-amine radical, Glycosidase inhibitors, 1-n-iminosugars, Photoinduced electron transfer (pet), α-trimethylsilyl methylamine radical cation

Abstract

The evolution of chemistry associated with the photoinduced electron transfer (PET)-generated ?-trimethylsilylmethylamine radical cation cyclization to a tethered olefin to synthesize cyclic amine structural frame works is presented in chronological order. The importance of this interesting chemistry is demonstrated by the synthesis of several novel glycosidase inhibitors.