Robustness screen in enantioselective catalysis enabled generation of enantioenriched heterocyclic scaffolds in one pot
Title | Robustness screen in enantioselective catalysis enabled generation of enantioenriched heterocyclic scaffolds in one pot |
Publication Type | Journal Article |
Year of Publication | 2015 |
Authors | Bagle, PN, Shinde, VS, Patil, NT |
Journal | Chemistry-A European Journal |
Volume | 21 |
Issue | 9 |
Pagination | 3580-3584 |
Date Published | FEB |
ISSN | 0947-6539 |
Keywords | chiral Bronsted acid, Enantioselectivity, Gold, molecular scaffolds, robustness screen |
Abstract | Enantioselective catalysis has emerged as a powerful synthetic paradigm and has accelerated the development of new methods to make diverse chiral molecules. Generally, these reactions are very sensitive to the steric and electronic environment present in the catalyst as well as the substrates. With this scenario, the presence of an additional component in the reaction mixture is expected to add complexity in achieving the enantioselective variants. Herein, we report that various enantioenriched molecules could be obtained from multiple starting materials in one pot. The reaction of aminoaromatics A with alkynols B-1, B-2, B-3...B-n with a Au-I/chiral BrOnsted acid catalyst afforded AB(1)*, AB(2)*, AB(3)*...AB(n)*; while, the reaction of alkynols B with aminoaromatics A(1), A(2), A(3)...A(n) under the same reaction conditions gave A(1)B*, A(2)B*, A(3)B*...A(n)B*. |
DOI | 10.1002/chem.201406045 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 5.771 |