Efficient asymmetric synthesis of (+)-SCH 351448.
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]
Bolshakov
Sergei
S
Department of Chemistry, Columbia University, New York, NY 10027, USA.
Leighton
James L
JL
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
D000438:Alcohols; D007783:Lactones; D011973:Receptors, LDL; C451479:SCH 351448; D012821:Silanes