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Synthetic Pathways to 3,4,5‐Trihydroxypiperidines from the Chiral Pool
Author(s) -
Wood Adam,
Prichard Kate L.,
Clarke Zane,
Houston Todd A.,
Fleet George W. J.,
Simone Michela I.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800943
Subject(s) - chemistry , pyranose , monosaccharide , stereochemistry , enzyme , glycoside hydrolase , computational biology , drug discovery , combinatorial chemistry , biochemistry , biology
3,4,5‐Trihydroxypiperidines represent a family of biologically active natural products, found to modulate principally the glycosidase enzymes. This is ascribed to their structural and electronic resemblance to the pyranose monosaccharides, their natural counterparts. Expedient syntheses are crucial to access these valuable high Fsp 3 index drug leads. In this review we present the literature strategies to this class of iminosugars to spur further research into drug leads targeting the glycobiological machinery of living systems.