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A concise linear synthesis of 5′-epi synargentolide-B has been accomplished with i) catalytic asymmetric transfer hydrogenation for the genesis of chirality, ii) regioselective Sharpless asymmetric dihydroxylation iii) a vinylogous Mukaiyama aldol reaction to ensure 5,6-dihydro-2H-pyran-2-one reactions as pivotal steps.
A concise enantioselective total synthesis of (2S,3′R,7′Z)-N-(3′-hydroxy-7′-tetradecenoyl)-homoserine lactone is described. Key feature of this protocol is a catalytic asymmetric hydrogenation and a prophenol–zinc-catalyzed diazo addition to imine reaction as genesis of chirality. Moreover, flexibility is built in the synthesis to generate enantioenriched analogs using catalytic amount of enantioenriched...
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