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| Field | Value |
| Title | Reversing Enantioselectivity Using Noncovalent Interactions in Asymmetric Dearomatization of beta-Naphthols: The Power of 3,3 ' Substituents in Chiral Phosphoric Acid Catalysts |
| Names |
CHANGOTRA, A
DAS, S SUNOJ, RB |
| Date Issued | 2017 (iso8601) |
| Abstract | The sense of enantioselectivity in asymmetric dearomative amination of beta-naphthols is reported to pivotally depend on the 3,3' substituents on the chiral BINOL- phosphoric acid (CPA) catalysts. The origin of reversal in the sense of stereoinduction from R to S, when the aryl substituent is changed from 3,5-(CF3)(2)-C6H3 (CPA-1) to 9-anthryl (CPA-2), has been identified as arising due to the change in the pattern of noncovalent interactions (from predominantly C-H center dot center dot center dot F to C-H center dot center dot center dot pi interactions) in the stereocontrolling transition states. |
| Genre | Article |
| Topic | STRONGER BRONSTED ACIDS |
| Identifier | ORGANIC LETTERS,19(9)2354-2357 |