NHC-catalyzed enantioselective synthesis of tetracyclic δ-lactones by (4+2) annulation of ortho-quinodimethanes with activated ketones
Title | NHC-catalyzed enantioselective synthesis of tetracyclic δ-lactones by (4+2) annulation of ortho-quinodimethanes with activated ketones |
Publication Type | Journal Article |
Year of Publication | 2023 |
Authors | Sarkar, D, Barik, S, Shee, S, Gonnade, RG, Biju, AT |
Journal | Organic Letters |
Volume | 25 |
Issue | 43 |
Pagination | 7852-7857 |
Date Published | OCT |
Type of Article | Article |
ISSN | 1523-7060 |
Abstract | The N-heterocyclic carbene (NHC)-catalyzed generation of ortho-quinodimethanes (o-QDMs) from 9H-fluorene-1-carbaldehydes followed by the interception with activated ketones resulting in the enantioselective synthesis of tetracyclic delta-lactones is presented. High diastereoselectivity of products, remote C-(sp(3))-H functionalization, broad substrate scope, and mild reaction conditions are the notable features of the present (4 + 2) annulation. |
DOI | 10.1021/acs.orglett.3c03076 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 5.2 |
Divison category:
Physical and Materials Chemistry
Database:
Web of Science (WoS)
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