Abstract
A chiral amine-triggered highly enantio- and diastereoselectivesynthesis yielding 69-94% of CIS-decahydroquinolinesis reported. The synthetic protocol involves a [2+2+2]-annulationvia ( S)-diphenylprolinol trimethylsilylether catalyzed Michael addition of cyclohexanone to nitroalkenesfollowed by aza-Henry-hemiaminalization reaction cascade.The process stereoselectively installs five contiguous chiral centersinto the quinoline structure.
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