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Title: Synthesis of some new 2-substituted 4,5-dihydroxypiperidines via Sharpless asymmetric dihydroxylation
Authors: Borah, Arun Jyoti
Phukan, Prodeep
Keywords: Piperidine;Homoallylic carbamates;Ring closing metathesis;Sharpless asymmetric dihydroxylation;Iodine
Issue Date: Nov-2014
Publisher: NISCAIR-CSIR, India
Abstract: Synthesis of seven new 2-substituted 4,5-dihydroxy piperidines have been reported using homoallylic carbamates as the starting material that have been synthesized via three-component reaction of aldehyde, allyl trimethyl silane and benzyl carbamate in presence of iodine as catalyst. Further N-allylation of the substrate followed by ring closing metathesis produced the corresponding 1,2,3,6-tetrahydropyridine derivatives. Subsequent Sharpless dihydroxylation of the tetrahydropyridines produced the 2-substituted 4,5-dihydroxy piperidines in high yield.
Page(s): 1417-1424
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-B Vol.53B(11) [November 2014]

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