Stereoconvergent Route to Chiral Cyclohexenone Building Blocks: Formal Synthesis of (-)-Dysidiolide
Stereoconvergent Route to Chiral Cyclohexenone Building Blocks: Formal Synthesis of (-)-Dysidiolide
复制标题
手性环己烯酮结构单元的立体会聚路线：(-)-Dysidiolide 的正式合成
DOI：
10.1039/c2ob26532j
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发表时间：
2012
期刊：
影响因子：
--
通讯作者：
T.
中科院分区：
文献类型：
--
作者：
Moustafa;G. A. I.; Kamada;Y.; Tanaka;T.; Yoshimitsu;T.
报道了一种立体收敛的手性碳环结构单元。6-（3 ' -羟基-4 ' -甲基戊-4 ' -烯基）-3-甲氧基环己-2-烯酮(1)由四个立体异构体组成，即外消旋约1:1的非对映体，通过区域选择性催化不对称还原和烷基化远程立体诱导相结合，转化为对映纯碳环。目前的立体聚合策略已经允许正式合成生物活性(−)-二氧化二苷。
A stereoconvergent access to chiral carbocyclic building blocks is reported. 6-(3′-Hydroxy-4′-methylpent-4′-enyl)-3-methoxy cyclohex-2-enone (1) that consists of four stereoisomers, i.e., racemic ca. 1 : 1 diastereomers, is converted to enantiomerically pure carbocycles through a combination of regioselective catalytic asymmetric reduction and alkylative remote stereoinduction. The present stereoconvergent strategy has allowed the formal synthesis of bioactive (−)-dysidiolide.