Asymmetric Total Synthesis of Neobraclactone C

Asymmetric Total Synthesis of Neobraclactone C

Asymmetric total synthesis of neobraclactone C was finished for the first time using the convergent synthetic strategy in 22 steps in the longest linear sequence from known materials. The key steps include a steric hindrance/hydrogen bond dual-controlled Heck arylation of α,β-unsaturated ketone to c...

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Bibliographic Details
Published in:Organic letters Vol. 24; no. 51; pp. 9485 - 9490
Main Authors: Zhang, Xinhang, Sun, Hanyang, Han, Changhong, Wang, He, Zhang, Junpeng, Zhang, Di, Lin, Bin, Hua, Huiming, Cheng, Maosheng, Liu, Yongxiang
Format: Journal Article
Language:English
Published: United States American Chemical Society 30-12-2022
Subjects:
Catalysis
Molecular Structure
Palladium - chemistry
Stereoisomerism
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Summary:Asymmetric total synthesis of neobraclactone C was finished for the first time using the convergent synthetic strategy in 22 steps in the longest linear sequence from known materials. The key steps include a steric hindrance/hydrogen bond dual-controlled Heck arylation of α,β-unsaturated ketone to construct hemiketal and cis-alkenyl in one step and a CeCl3-catalyzed tricycle formation.
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03970