title: "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.
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.
authors.affiliation: D-206/B, Discovery Laboratory, Organic Chemistry Division III, Indian Institute of Chemical Technology, Hyderabad 500 007, India. prkgenius@iict.res.in
authors.forename: Palakodety Radha
authors.initials: PR
authors.lastname: Krishna
authors.forename: P Srinivas
authors.initials: PS
authors.lastname: Reddy
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D018755:GABA Agonists / Q000138:chemical synthesis* / Q000737:chemistry; D007539:Isonicotinic Acids / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D001372:Aza Compounds; D018755:GABA Agonists; D007539:Isonicotinic Acids; D011725:Pyridines; C015300:isoguvacine