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A stereoselective total synthesis of (−)-andrachcinidine via an olefin cross-metathesis protocol
Authors:Palakodety Radha Krishna  G. Dayaker
Affiliation:D-206/B, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:A stereoselective total synthesis of 1-(2S,6R)-6-[(2S)-2-hydroxypentyl]-hexahydro-2-pyridinylacetone, (−)-andrachcinidine is reported. The strategy utilizes olefin cross-metathesis and intramolecular SN2 cyclization as the key steps.
Keywords:Garner&rsquo  s aldehyde   Hydroboration   1,3-anti Chiral allylation   Sharpless asymmetric epoxidation   Grubbs&rsquo   catalyst   Olefin cross-metathesis   Intramolecular SN2 cyclization
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