Stereoselective total synthesis of the potent anti-asthmatic compound CMI-977 (LDP-977)

Journal of the Brazilian Chemical Society

Luiz Carlos Dias¹  Lui Strambi Farina¹  Marco Antonio Barbosa Ferreira¹ 

[1] ,University of Campinas Chemistry Institute Campinas SP ,Brazil

关键词: total synthesis;    CMI-977;    Mukaiyama oxidative cyclization;    Jacobsen hydrolytic kinetic resolution;    Seyferth-Gilbert homologation;   

DOI  :  10.5935/0103-5053.20130024

来源: SciELO

【 摘 要 】

A short and efficient stereoselective total synthesis of CMI-977 (LDP-977), a potent and orally active anti-asthmatic compound, was developed. The key steps involve a highly diastereoselective Mukaiyama oxidative cyclization, which provides the trans-THF (tetrahydrofuran) unit and a Seyferth-Gilbert homologation to construct the triple bond in the target molecule. The synthesis of the key chiral building block was performed using Jacobsen hydrolytic kinetic resolution.

【 授权许可】

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