- Multi-component reactions of 2-isopropylidene-aziridines: Application to the synthesis of enantiopure neopentylamines
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Neopentylamines {(1S,1'S)-7a,b} are made from (S)-2-isopropylidene-1-(1-phenylethyl)aziridine (4) in 73% and 56% yields respectively, and as single diastereomers, using a multi-component reaction (M-CR). The structure of (1S,1'S)-7a is confirmed by X-Ray crystallography. Cleavage of the chiral control element {(S)-PhMeCH} from 7a yields neopentyl type amine (8·HC1) (≥95%ee). Further experiments reveal the scope and limitations of this M-CR.
- Hayes, Jerome F.,Shipman, Michael,Slawin, Alexandra M. Z.,Twin, Heather
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p. 243 - 250
(2007/10/03)
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