Indoles, Indolenines, And Indolines .6. Diasteroselective Spirocyclization Of Imines Of 2-Substituted 1h-Indole-3-Ethylamines (= Tryptamines) - Variation Of The Electrophile And The Substituent At C(2) And Its Influence On The Steric Outcome

Tryptimines of type 7 form with various acyl halogenides EX preferentially tricycles of type 8 (cf. Scheme 2). The homochiral imines 9 and 17 are transformed into (2'R,3S)-configurated products. The synthetic and mechanistic importance of these results is discussed.