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

LC Dias, LS Farina, MAB Ferreira

Index: Dias, Luiz Carlos; Farina, Lui Strambi; Ferreira, Marco Antonio Barbosa Journal of the Brazilian Chemical Society, 2013 , vol. 24, # 2 p. 184 - 190

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Abstract

ABSTRACT 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 ...