128775-30-4Relevant academic research and scientific papers
Total synthesis of (+)-epiquinamide and (?)-epiepiquinamide from D-mannose
Sangsuwan, Withsakorn,Kongkathip, Boonsong,Chuawong, Pitak,Kongkathip, Ngampong
, p. 7274 - 7281 (2017)
The total synthesis of (+)-epiquinamide and (?)-epiepiquinamide has been achieved starting from a 3,5-dihydroxyfuranoside synthon derived from D-mannose. The methods featured Bernet-Vasella reaction followed by Horner-Wadsworth-Emmons (HWE) reaction to provide a new chiral building block diene as the key steps. The bicyclic framework of this quinolizidine was constructed by using ring-closing metathesis, selective reduction of ester and intramolecular nucleophilic substitution-cyclization.
