Exploration of 1,3-dipolar cycloaddition reactions to construct the core skeleton of Calyciphylline A-type alkaloids
Literature Information
Publication Date
2019-10-02
DOI
10.1039/C9QO01111K
Impact Factor
5.281
Authors
Jiaxin Zhong, Haibing He
View Original
Abstract
Nitrone induced 1,3-dipolar [3 + 2] cycloadditions were studied to construct the core structure of Calyciphylline A-type Daphniphyllum alkaloids. This approach is capable of installing the cis-hydroindole A–C ring as well as the spiro-A–C–E ring with the all-carbon quaternary centers at C-5 and C-8, and has been successfully used in the total synthesis of himalensine A. It also lays the foundation for the synthesis of challenging Calyciphylline A-type alkaloids, such as daphniyunnine A.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid
CAS Number:
951173-25-4
Molecular Formula:
C10H17NO4
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CAS Number:
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Molecular Formula:
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