Skipped polyol is a common motif in numerous biologically significant polyketides and has been the focus of the development of novel synthetic methods and strategies. In this work, we devised a highly diastereoselecti...Skipped polyol is a common motif in numerous biologically significant polyketides and has been the focus of the development of novel synthetic methods and strategies. In this work, we devised a highly diastereoselective approach to access skipped triol(anti,syn-isomer) from a chiral α-allenic alcohol which was derived from kinetic resolution in our previous studies. An iodolactonization and subsequent radical deiodonation efficiently introduced the hydroxyl group at C3 in a highly diastereoselective manner and exemplified in enantioselective total synthesis of (+)-yashabushitriol.展开更多
基金This work was supported by the National Natural Science Foundation of China (21472186)the Shanghai Science and Technology Commission (15JC1400400)+1 种基金partially supported by the Ministry of Science and Technology (2011CB710800)Calvine Lai thanks the internship from ENSCL to conduct the summer research (June–August of 2013) in the Hong laboratory
文摘Skipped polyol is a common motif in numerous biologically significant polyketides and has been the focus of the development of novel synthetic methods and strategies. In this work, we devised a highly diastereoselective approach to access skipped triol(anti,syn-isomer) from a chiral α-allenic alcohol which was derived from kinetic resolution in our previous studies. An iodolactonization and subsequent radical deiodonation efficiently introduced the hydroxyl group at C3 in a highly diastereoselective manner and exemplified in enantioselective total synthesis of (+)-yashabushitriol.
