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Total Synthesis of (−)- Lepenine. Yiyun Peng 5/6/2014 doi.org/10.1021/ja503023h |J. Am. Chem. Soc. XXXX, XXX, XXX− XXX Yoshitake Nishiyama , Yuki Han- ya , Satoshi Yokoshima , and Tohru Fukuyama. Tohru Fukuyama’s Correction Crisis. Tohru Fukuyama’s Correction Crisis. Background.
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Total Synthesis of (−)-Lepenine YiyunPeng 5/6/2014 doi.org/10.1021/ja503023h |J. Am. Chem. Soc. XXXX, XXX, XXX−XXX YoshitakeNishiyama, Yuki Han-ya, Satoshi Yokoshima, and Tohru Fukuyama
Forward synthesis Mitsunobu Reaction
Forward synthesis Johnson-Claisen Rearrangement Claisen Rearrangement
Forward synthesis COOH Dehydration of tertiary alcohol Friedel-Crafts Reaction Mechanism? Without AlCl3 radical scavenger Replaced pivaloyl group with a methacryloyl group Hydroboration occurred exclusively from the convex face
Forward synthesis Reductive amination Mannich Reaction Diels-Alder reaction Kagan's reagent How?
Forward synthesis Reductive amination Luche Reduction Selectively reduce α, β-unsaturated ketone ?