"Diversity oriented synthesis" of functionalized chiral tetrahydropyridines: potential GABA receptor agonists and azasugars from natural amino acids via a sequential Baylis-Hillman reaction and RCM protocol

Journal of Combinatorial Chemistry
Palakodety Radha Krishna, P Srinivas Reddy

Abstract

The preparation of chiral tetrahydropyridine-4-carboxylates as isoguvacine analogues and azasugars with a tertiary stereocenter from L-amino acids via diastereoselective a Baylis-Hillman reaction of N-allyl-Boc alpha-aminal, followed by ring-closing metathesis and dihydroxylation sequences, is reported.

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Citations

Jul 12, 2013·Beilstein Journal of Organic Chemistry·Mostafa KiamehrViktor O Iaroshenko
Jul 31, 2009·The Journal of Organic Chemistry·Vrushali H JadhavDilip D Dhavale
Aug 26, 2010·Chemical Reviews·Deevi BasavaiahSatpal Singh Badsara
Aug 31, 2011·The Journal of Organic Chemistry·Sivaraman DandapaniLisa A Marcaurelle
May 12, 2011·Journal of the American Chemical Society·Yikai WangDamian W Young

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