Literature DB >> 16092881

Efficient asymmetric synthesis of (+)-SCH 351448.

Sergei Bolshakov1, James L Leighton.   

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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Year:  2005        PMID: 16092881      PMCID: PMC1393291          DOI: 10.1021/ol0515006

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

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8.  Tandem silylformylation-crotylsilylation/Tamao oxidation of internal alkynes: a remarkable example of generating complexity from simplicity.

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  8 in total

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