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Enantioselective Total Synthesis of (−)-Incarviatone A

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posted on 23.09.2015, 00:00 by Benke Hong, Chao Li, Zhen Wang, Jie Chen, Houhua Li, Xiaoguang Lei
We report herein the first total synthesis of (−)-incarviatone A (1) in 14 steps starting from commercially available inexpensive phenylacetic acid (9). Our early stage synthesis relies on the scalable and sequential C–H functionalization to rapidly assemble the indanyl dialdehyde framework. Further biomimetic cascade strategy allows us to obtain the natural product in a one-pot operation. We also conduct detailed mechanistic studies and disclose all the possible intermediates and isomers formed during the biomimetic cascade process.