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Iterative Assembly of Chiral Alcohols Utilizing CMMP-Mediated Mitsunobu Reactions
Synthesis ( IF 2.2 ) Pub Date : 2023-10-26 , DOI: 10.1055/a-2175-1271 Kei Kitamura 1 , Saki Ise 1 , Tetsuto Tsunoda 1 , Hiroto Kaku 1
中文翻译:
利用 CMMP 介导的 Mitsunobu 反应迭代组装手性醇
更新日期:2023-10-27
Synthesis ( IF 2.2 ) Pub Date : 2023-10-26 , DOI: 10.1055/a-2175-1271 Kei Kitamura 1 , Saki Ise 1 , Tetsuto Tsunoda 1 , Hiroto Kaku 1
Affiliation
An iterative assembly of chiral alcohol building blocks is reported utilizing cyanomethylene trimethylphosphorane (CMMP)-mediated Mitsunobu reactions. 1,3-Benzodithiole tetraoxide (BDT) was used as the platform to prepare long-chain saturated compounds with multiple stereocenters en route to polyisoprenoid natural products. Selectively protected chiral 1,3-butanediols played a key role in iterative chain elongation for the construction of 1,5-dimethyl branched arrays with high stereocontrol.
中文翻译:
利用 CMMP 介导的 Mitsunobu 反应迭代组装手性醇
据报道,利用氰亚甲基三甲基正膦(CMMP)介导的 Mitsunobu 反应进行手性醇结构单元的迭代组装。以1,3-苯并二硫醇四氧化物(BDT)为平台,制备具有多个立构中心的长链饱和化合物,从而制备聚异戊二烯天然产物。选择性保护的手性 1,3-丁二醇在构建具有高立体控制的 1,5-二甲基支化阵列的迭代链延伸中发挥着关键作用。