Enantioselective Decarboxylative Alkylation of beta-Keto Acids to ortho-Quinone Methides as Reactive Intermediates: Asymmetric Synthesis of 2,4-Diaryl-1-benzopyrans
- Authors
- Jeong, Hyun Jung; Kim, Dae Young
- Issue Date
- 18-May-2018
- Publisher
- American Chemical Society
- Keywords
- Enantioselective Decarboxylative Alkylation; β‑Keto Acids; ortho-Quinone Methides; Asymmetric Synthesis; 2; 4-Diaryl-1-benzopyrans
- Citation
- Organic Letters, v.20, no.10, pp 2944 - 2947
- Pages
- 4
- Journal Title
- Organic Letters
- Volume
- 20
- Number
- 10
- Start Page
- 2944
- End Page
- 2947
- URI
- https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/5967
- DOI
- 10.1021/acs.orglett.8b00993
- ISSN
- 1523-7060
1523-7052
- Abstract
- A novel and efficient asymmetric synthesis of 2,4-diaryl-1-benzopyrans via enantioselective decarboxylative alkylation of beta-keto acids to o-QM intermediates, followed by sequential cyclization and dehydration, has been developed. The synthetically useful chiral 2,4-diaryl-1-benzopyran derivatives were obtained in moderate to high yields and high enantioselectivities through a one-pot, two-step sequence. This approach offers a facile way to prepare chiral 2,4-diaryl-1-benzopyran derivatives with a wide range of functional group tolerance.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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