01330nas a2200157   4500008004100000022001500041245016800056210006900224260000800293300001600301490000700317520067400324100003000998700002601028856011801054       2018                        eng d  a 0022-326300a Regioselective and stereoselective reductive aziridinium ring cleavage leading to azabicyclodecane architecture: enantioselective synthesis of (+)-subincanadine F0 aRegioselective and stereoselective reductive aziridinium ring cl  cOCT  a12164-121700 v833 aEnantioselective synthesis of cytotoxic indole alkaloid (+)-subincanadine F was accomplished starting from the corresponding (S)-acetoxysuccinimide via aziridinium ring formation and its reductive ring expansion route. Regioselective and stereoselective reductive aziridinium carbon-nitrogen bond cleavage comprising ring expansions was a key step. The (S)-OMOM protection of the hydroxyl moiety adjacent to a benzylic carbon of an in situ formed aziridinium system was necessary for lithium borohydride-induced reductive ring expansions, and it also served as a latent source of an essential ketone carbonyl group for the generation of an alpha,beta-conjugated system.1 aKalshetti, Manojkumar, G.1 aArgade, Narshinha, P.  uhttps://library.ncl.res.in/content/regioselective-and-stereoselective-reductive-aziridinium-ring-cleavage-leading