title: A concise route to the highly-functionalized azetidine precursor: the enantioselective synthesis of penaresidin B.
abstract: An efficient and high-yielding synthesis of penaresidin B is disclosed herein. The concise 8-step synthesis of azetidine aldehyde was devised by incorporating our novel strategy for ready access to 3-amino-2,3-dideoxysugars via regio- and stereoselective tandem hydroamination/glycosylation of glycal as the key step.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371. xuewei@ntu.edu.sg.
authors.forename: Feiqing
authors.initials: F
authors.lastname: Ding
authors.forename: Ronny
authors.initials: R
authors.lastname: William
authors.forename: Si Min
authors.initials: SM
authors.lastname: Kock
authors.forename: Min Li
authors.initials: ML
authors.lastname: Leow
authors.forename: Xue-Wei
authors.initials: XW
authors.lastname: Liu
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry*; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001384:Azetidines; D005233:Fatty Alcohols; C000604648:penaresidin B; C082735:azetidine