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NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of -Quinodimethanes with Activated Ketones.

作者信息

Sarkar Deeptanu, Barik Shilpa, Shee Sayan, Gonnade Rajesh G, Biju Akkattu T

机构信息

Department of Organic Chemistry, Indian Institute of Science, Bangalore-560012, India.

Centre for Materials Characterization, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411008, India.

出版信息

Org Lett. 2023 Nov 3;25(43):7852-7857. doi: 10.1021/acs.orglett.3c03076. Epub 2023 Oct 20.

DOI:10.1021/acs.orglett.3c03076
PMID:37862445
Abstract

The N-heterocyclic carbene (NHC)-catalyzed generation of -quinodimethanes (-QDMs) from 9-fluorene-1-carbaldehydes followed by the interception with activated ketones resulting in the enantioselective synthesis of tetracyclic δ-lactones is presented. High diastereoselectivity of products, remote C(sp)-H functionalization, broad substrate scope, and mild reaction conditions are the notable features of the present (4 + 2) annulation.

摘要

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