title: Organocatalytic sequential α-amination/Corey-Chaykovsky reaction of aldehydes: a high yield synthesis of 4-hydroxypyrazolidine derivatives.
abstract: A tandem reaction of in situ generated α-amino aldehydes with dimethyloxosulfonium methylide under Corey-Chaykovsky reaction conditions proceeds efficiently to give 4-hydroxypyrazolidine derivatives in high yields with excellent enantio- and diastereoselectivities. This organocatalytic sequential method provides for the efficient synthesis of anti-1,2-aminoalcohols, structural subunits present in several bioactive molecules as well.
authors.affiliation: Chemical Engineering and Process Development Division, National Chemical Laboratory , Pashan Road, Pune-411 008, India.
authors.forename: B Senthil
authors.initials: BS
authors.lastname: Kumar
authors.forename: V
authors.initials: V
authors.lastname: Venkataramasubramanian
authors.forename: Arumugam
authors.initials: A
authors.lastname: Sudalai
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000586:Amination; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000605:Amino Alcohols; D011720:Pyrazoles; D013452:Sulfonium Compounds; C525609:dimethyloxosulfonium methylide