Approach towards synthesis of 2-Alkyl substituted tetrahydroquinolines

Abstract

A practical and enantioselective synthesis of (S)-Angustureine has been targeted from (R)-Epichlorohydrin 5a employing jacobsen's HKR, Grignard reaction as the key steps. We have successfully completed the trial reaction for intermediate 6. The work is under progress in further direction to achieve the target compounds. The merits of this synthetic approach is high yielding reaction steps. This synthetic strategy has significant potential for further extension to synthesis of galipeine 2, cuspareine 3 and galipinine 4