title: Stereoselective synthesis of the monomeric unit of actin binding macrolide rhizopodin.
abstract: An efficient, scalable, and stereocontrolled synthesis of the entire carbon framework of an actin binding dimeric macrolide rhizopodin has been accomplished in its protected form. The key features of our synthesis include a titanium catalyzed anti acetal aldol reaction, a substrate controlled diastereoslelective prenyl stannylation, a Mukaiyama aldol reaction, an indium mediated diastereoselective propargylation, and an advanced stage Stille coupling reaction.
authors.affiliation: CSIR-Central Drug Research Institute, Lucknow 226001, India.
authors.forename: Kiran Kumar
authors.initials: KK
authors.lastname: Pulukuri
authors.forename: Tushar Kanti
authors.initials: TK
authors.lastname: Chakraborty
mesh_terms: D000199:Actins / Q000378:metabolism*; D002384:Catalysis; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009231:Myxococcales / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
chemical_list: D000199:Actins; D018942:Macrolides; D010080:Oxazoles; C081739:rhizopodin