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Synthesis 2025; 57(01): 99-108
DOI: 10.1055/a-2338-4462
DOI: 10.1055/a-2338-4462
paper
Special Topic Dedicated to Prof. H. Ila
Asymmetric Total Synthesis of Lobophopyranone A and B
Authors
The authors gratefully acknowledge the financial support received from the Department of Science and Technology-Science and Engineering Research Board (DST-SERB), New Delhi, India, through Grant No. EMR/2017/002298.
Dedicated to Prof. H. Ila on her 80th Birthday celebrations, JNCASR, Bangalore, India
Abstract
The first asymmetric total synthesis and structural confirmation of lobophopyranone A and B have been accomplished from commercially available starting materials. Reagent-controlled Keck–Maruoka allylation, Grignard reaction, chelation-controlled Sakurai allylation, and acid-mediated one-step TBS ether deprotection followed by cyclization are the crucial stages in this synthesis that create the 2,6-disubstituted dihydropyranone component.
Key words
lobophopyranone - natural products - asymmetric synthesis - Keck–Maruoka allylations - Sakurai allylation - acid-mediated cyclizationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2338-4462.
- Supporting Information (PDF)
Publication History
Received: 06 May 2024
Accepted after revision: 04 June 2024
Accepted Manuscript online:
04 June 2024
Article published online:
08 July 2024
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