102306-78-5Relevant articles and documents
A concise total synthesis of unprecedented tetranorsesquiterpenoids applanatumol Z5
Wang, Kunkai,Tan, Xiangchuang,Xie, Zhixiang
supporting information, (2020/11/02)
A concise total synthesis of tetranorsesquiterpenoids applanatumol Z5 (3), possessing unique 6/5/5 ring system was disclosed with 7-step in 5-pot from commercially available starting materials. The key elements of the synthesis included an unexpected intramolecular dithiolane with alcohol oxidative coupling/deprotection sequence to create the unsaturated lactone as dienophile and a regioselective Diels-Alder reaction to assemble the 6/5/5 tricyclic scaffold including two vicinal quaternary carbon stereocenters. Late stage the diastereo- and regioselective carbonyl reduction led to achieve the total synthesis of (±) applanatumol Z5 (3).
6,7-Dihydrocyclopenta-1,3-dioxin-5(4H)-one: [ cyclopenta-1,3-dioxin-5(4H)-one, 6,7-dihydro- ]
Chen, Kwunmin,Brook, Christopher S.,Smith, Amos B.,Reed, Aimee,Hegedus, Louis S.
, p. 189 - 189 (2017/10/06)
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