136015-39-9Relevant articles and documents
Heterolignans: Stereoselective synthesis of an 11-amino analog of azaelliptitoxin
Routier, Julie,Calancea, Mihaela,David, Marion,Vallee, Yannick,Denis, Jean-Noel
supporting information; experimental part, p. 5687 - 5691 (2009/05/31)
The 11-amino-azaelliptitoxin analog (11R,11aS,5R)-15 has been prepared stereoselectively in eight steps and 24% over-all yield from commercially available (S)-glycidol (7) via the original enantiopure chiral α-amino aldehyde 9, used as chiral precursor fo
Nucleophilic ring opening of cyclic sulphamidites
Gautun,Carlsen
, p. 1667 - 1674 (2007/10/02)
The cyclic sulphamidities (2S,4S)- and (2R,4S)-3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3-oxathiazolidine 1 were prepared from S-glycidol in 60-66% overall yield. Nucleophilic ring opening of 1 by cyanide, azide and benzyloxy anions have been studied with respect to regio and stereospecificity. A mild procedure for benzylation of alcohols was introduced.
Synthesis of Optically Pure 4-Hydroxymethyloxazolidinone as Chiral Serinol Synthon from Glycidol
Katsumura, Shigeo,Kondo, Akihiro,Han, Quingjun
, p. 1245 - 1248 (2007/10/02)
Optically pure 3-benzyl-4-hydroxymethyl-2-oxazolidinone and 4-benzoyloxymethyl-2-oxazolidinone as chiral serinol synthons were synthesized from optically active glycidol by intramolecular cyclization via 2,3-epoxycarbamates with strict SN2 beha