Efficient asymmetric synthesis of (+)-SCH 351448
Sergei Bolshakov1, James L Leighton
1Department of Chemistry, Columbia University, New York, NY 10027, USA.
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]
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