Ghosh, A and Shee, S and Barik, S and Gonnade, RG and Biju, AT (2021) Enantioselective Synthesis of 5,6-Dihydroindolizines by N-Heterocyclic Carbene (NHC)-Catalyzed Core-Structure-Inspired Strategy of Azolium-Enolate Cascade. In: Organic Letters .
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Abstract
The core-structure motivated design has allowed the enantioselective synthesis of 5,6-dihydroindolizines via N-heterocyclic carbene (NHC) catalysis. The NHC-catalyzed reaction of α,β-unsaturated aldehydes with the suitably substituted pyrrole derivatives proceed via the initial generation of α,β-unsaturated acylazoliums from enals, and enolates from pyrroles and the reaction culminated in an efficient cascade process involving the Michael-aldol-lactonization-decarboxylation sequence to afford the products in reasonable yields and high selectivities. The method is further extended to the construction of spirocyclic 5,6-dihydroindolizines. © 2021 American Chemical Society.
Item Type: | Journal Article |
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Publication: | Organic Letters |
Publisher: | American Chemical Society |
Additional Information: | The copyright for this article belongs to American Chemical Society |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 18 Oct 2021 09:57 |
Last Modified: | 18 Oct 2021 09:57 |
URI: | http://eprints.iisc.ac.in/id/eprint/69693 |
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