Synthesis
DOI: 10.1055/a-2456-9530
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Nickel-Catalyzed Enantioselective Reductive Spirocyclization of 1,6-Enynes with o-Bromobenzaldehydes

Haoyun Guo
a   The Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P. R. of China
,
Yate Chen
b   College of Chemistry, Huazhong Agricultural University, Wuhan, 430070, P. R. of China
,
Wangqing Kong
a   The Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P. R. of China
› Author Affiliations
This project was supported by the National Natural Science Foundation of China (22171215 and 22471203) and Hubei Provincial Outstanding Youth Fund (2022CFA092).


Abstract

We developed a Ni-catalyzed asymmetric reductive spirocyclization of 1,6-enynes with o-haloaryl aldehydes. This approach provides an efficient method for the construction of chiral spiroindanone pyrrolidine derivatives in good yields with excellent enantio- and diastereoselectivity (up to 99% ee, >20:1 dr). This reaction does not require pre-prepared organometallic reagents and exhibits excellent substrate compatibility.

Supporting Information



Publication History

Received: 07 September 2024

Accepted after revision: 29 October 2024

Accepted Manuscript online:
29 October 2024

Article published online:
21 November 2024

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