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7444389 
Journal Article 
Synthesis of some new 2-substituted 4,5-dihydroxypiperidines via Sharpless asymmetric dihydroxylation 
Borah, AJ; Phukan, P 
2014 
1 
Indian Journal of Chemistry. Section B
ISSN: 0376-4699
EISSN: 0975-0983 
Scientific Publishers 
53 
11 
1417-1424 
English 
WOS:000345201000001 
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. 
Piperidine; homoallylic carbamates; ring closing metathesis; Sliarpless asymmetric dihydroxylation; iodine 
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