Selective oxidations of dienone 2 as well as a ring‐closing metathesis to give the hydroazulene framework enabled the 12‐step preparation of title compound 1 from (−)‐photocitral A (3), which is in turn rapidly available from (−)‐isopulegol through dual catalysis.
A concise and highly enantioselective synthesis of structurally diverse isoflavans from a single chromone is described. The key transformation is a single-step conversion of racemic isoflavanones into virtually enantiopure isoflavans by domino asymmetric transfer hydrogenation/deoxygenation with dynamic kinetic resolution.
A concise and highly enantioselective synthesis of the flavonoids brosimine A, brosimine B, and brosimacutin L is reported for the first time. The key transformation is a single-step conversion of a flavanone into a flavan by means of an asymmetric transfer hydrogenation/deoxygenation cascade.
A concise and highly enantioselective synthesis of the natural flavans kazinol U and (2S)-7,3'-dihydroxy-4'-methoxyflavan is reported for the first time. The key transformation is a single-step conversion of a racemic flavanone to a flavan by means of an asymmetric transfer hydrogenation/deoxygenation cascade with kinetic resolution.
Selektive Oxidationen des Dienons 2 sowie eine Ringschlussmetathese zum Hydroazulengerüst ermöglichten die 12‐stufige Synthese der Titelverbindung 1 aus (−)‐Photocitral A (3), das seinerseits rasch mittels dualer Katalyse aus (−)‐Isopulegol erhältlich ist.
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