title: Efficient asymmetric synthesis of (+)-SCH 351448.
abstract: An efficient and stereocontrolled total synthesis of (+)-SCH 351448, a novel activator of low-density lipoprotein receptor promoter, has been achieved with a longest linear sequence of 21 steps. Key steps include applications of the recently developed asymmetric allyl- and crotylsilane reagents and a new protodesilylative version of the tandem silylformylation/allylsilylation reaction, which provides an efficient synthesis of 1,5-syn-diols. [reaction: see text]
authors.affiliation: Department of Chemistry, Columbia University, New York, NY 10027, USA.
authors.forename: Sergei
authors.initials: S
authors.lastname: Bolshakov
authors.forename: James L
authors.initials: JL
authors.lastname: Leighton
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis; D002384:Catalysis; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011973:Receptors, LDL / Q000819:agonists* / Q000235:genetics; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D007783:Lactones; D011973:Receptors, LDL; C451479:SCH 351448; D012821:Silanes