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

被引：9
作者：
Sarkar, Deeptanu [1 ]
Barik, Shilpa [1 ]
Shee, Sayan [1 ]
Gonnade, Rajesh G. [2 ]
Biju, Akkattu T. [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, India
[2] CSIR Natl Chem Lab, Ctr Mat Characterizat, Pune 411008, India
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 43期
关键词：
N-HETEROCYCLIC CARBENE; O-QUINODIMETHANES; ORGANOCATALYSIS;
D O I：
10.1021/acs.orglett.3c03076
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：7852 / 7857
页数：6
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