01402nas a2200145   4500008004100000245009300041210006900134260000800203300001600211490000700227520086100234100003001095700001901125856011201144       2017                        eng d00aTotal synthesis of (+/-)/(+)-subincanadine E and determination of absolute configuration0 aTotal synthesis of subincanadine E and determination of absolute  cOCT  a11126-111330 v823 aA facile synthesis of (+/-)-subincanadine E was described from tryptamine-based maleimide. 1,2-Addition of Grignard reagent to maleimide, internal activation of formed lactamol for in situ 1,4-addition of Grignard reagent, and associated position-specific allylic rearrangement in diastereoselective Pictet-Spengler cyclization were the key steps. Enantioselective first total synthesis of naturally occurring cytotoxic (+)-subincanadine E was also accomplished from (S)-acetoxysuccinimide via an unusual syn-addition of cuprate to the alpha/beta-unsaturated lactam. Sinister absolute configuration was assigned to (+)-subincanadine E on the basis of total synthesis. (S)-Acetoxy group in the succinimide precursor was initially employed to impart regio- and stereoselectivity and then as a suitable leaving group to generate the desired conjugated lactam.1 aKalshetti, Manojkumar, G.1 aArgade, N., P.  uhttps://library.ncl.res.in/content/total-synthesis-subincanadine-e-and-determination-absolute-configuration