摘要
目的探索高效、简洁的(+)-laburnine和(-)-isoretronecanol不对称合成新方法。方法以已知化合物为起始原料,用L-脯氨酸催化的aldol自缩合反应,构建所需的手性中心,经Na BH4还原、保护、对甲苯磺酰化、亲核取代、水解、甲磺酰化、还原关环、脱保护共八步反应得到(+)-laburnine和(-)-isoretronecanol。结果经过八步合成了(+)-laburnine和(-)-isoretronecanol。结论总收率分别为27%和8%。
OBJECTIVE To explore a novel,effective and concise enantioselective approach to the synthesis of （ ＋ ） - laburnine and （ - ） - isorelronecanol. METHODS The chiral center was constructed by L - porline promoted self - aldol reaction with known com- pounds initial materials. A number of transformations including reduction, protection, tosylation, nucleophilic substitution, hydrolysis, mesylation, reuctive cyelization and deprotection were involved in this approach. RESULTS （ ＋ ） - laburnine and （ - ） - isoretrone- canol were synthesized by eight steps. CONCLUSION The total yield is 27% and 8% ,respectively.
出处
《华西药学杂志》
CAS
CSCD
2015年第2期167-171,共5页
West China Journal of Pharmaceutical Sciences
