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ChemInform Abstract: Asymmetric Deprotonations: Lithiation of N-(tert-Butoxycarbonyl)indoline with sec-Butyllithium/(-)-Sparteine.

โœ Scribed by K. M. BERTINI GROSS; Y. M . JUN; P. BEAK


Book ID
101867529
Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
29
Category
Article
ISSN
0931-7597

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ฮฑ-Lithiation-rearrangement of N-toluenes
โœ Peter O'Brien; Clare M Rosser; Darren Caine ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 185 KB

The a-lithiation rearrangement of three cyclic N-toluenesulfonyl (tosyl) aziridines has been carried out using sec-butyllithium/(-)-sparteine. In each case, it was established that preferential lithiation of the S-aziridine stereocentre occurred. This is the opposite sense of asymmetric induction to