1241959-36-3Relevant articles and documents
A novel, concise and efficient protocol for non-natural piperidine compounds
Chavan, Subhash P.,Dumare, Nilesh B.,Pawar, Kailash P.
, p. 32594 - 32598 (2014/08/18)
Formal synthesis of l-altro-1-deoxynojirimycin, cis-3-hydroxypipecolic acid along with synthesis of (R)-piperidinol and a conceptually different advanced intermediate for non-natural piperidine alkaloids is reported from cis-butene-1,4-diol. The key react
Synthesis of l-altro-1-deoxynojirimycin, d-allo-1-deoxynojirimycin, and d-galacto-1-deoxynojirimycin from a single chiral cyanohydrin
Van Den Nieuwendijk, Adrianus M. C. H.,Ruben, Mark,Engelsma, Sander E.,Risseeuw, Martijn D. P.,Van Den Berg, Richard J.B.H.N.,Boot, Rolf G.,Aerts, Johannes M.,Brussee, Johannes,Van Der Marel, Gijs A.,Overkleeft, Herman S.
supporting information; experimental part, p. 3957 - 3959 (2010/11/19)
The chemoenzymatic synthesis of three 1-deoxynojirimycin-type iminosugars is reported. Key steps in the synthetic scheme include a Dibal reduction-transimination-sodium borohydride reduction cascade of reactions on an enantiomerically pure cyanohydrin, itself prepared employing almond hydroxynitrile lyase (paHNL) as the common precursor. Ensuing ring-closing metathesis and Upjohn dihydroxylation afford the target compounds.