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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]

SUBMITTER: Bolshakov S 

PROVIDER: S-EPMC1393291 | biostudies-literature | 2005 Aug

REPOSITORIES: biostudies-literature

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Efficient asymmetric synthesis of (+)-SCH 351448.

Bolshakov Sergei S   Leighton James L JL  

Organic letters 20050801 17


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] ...[more]

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