Sadagopan Raghavan1, Anil Ravi1. 1. Natural Products Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500007, India. sraghavan@iict.res.in.
Abstract
The synthesis of crinane is disclosed via intramolecular C-N bond formation by the displacement of an allylic sulfoxonium salt. The allylic sulfide precursor was synthesized by a ring-closing metathesis reaction. The quaternary carbon stereocenter was created by alkylation of a benzylic cyanide. The allyl sulfide 14 was prepared by adding vinylmagnesium bromide to an α-chlorosulfide.
The synthesis of crinane is disclosed via intramolecular C-N bond formation by the displacement of an allylic n class="Chemical">sulfoxonium salt. The allylic sulfide precursor was synthesized by a ring-closing metathesis reaction. The quaternary carbon stereocenter was created by alkylation of a benzylic cyanide. The allyl sulfide 14 was prepared by adding vinylmagnesium bromide to an α-chlorosulfide.