Literature DB >> 25103992

Biogenetically inspired total syntheses of Lycopodium alkaloids, (+)-flabellidine and (-)-lycodine.

Masayuki Azuma1, Tetsuya Yoshikawa, Noriyuki Kogure, Mariko Kitajima, Hiromitsu Takayama.   

Abstract

The first asymmetric total synthesis of (+)-flabellidine (2) and the shortest total synthesis of (-)-lycodine (3) were accomplished by a strategy featuring the one-pot construction of a tetracyclic lycodine skeleton from a linear precursor, which was inspired by the biosynthetic consideration of Lycopodium alkaloids.

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Year:  2014        PMID: 25103992     DOI: 10.1021/ja507016g

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

1.  Total synthesis of (+)-pilosinine via a stereodivergent conjugate addition strategy.

Authors:  Cassandra L Schrank; Michael W Danneman; Emily A Prebihalo; Robert E Anderson; Tyler J Gibson; William M Wuest; Richard J Mullins
Journal:  Tetrahedron Lett       Date:  2020-04-18       Impact factor: 2.415

2.  One-Carbon Insertion and Polarity Inversion Enabled a Pyrrole Strategy to the Total Syntheses of Pyridine-Containing Lycopodium Alkaloids: Complanadine A and Lycodine.

Authors:  Donghui Ma; Brandon S Martin; Katelyn S Gallagher; Takeru Saito; Mingji Dai
Journal:  J Am Chem Soc       Date:  2021-09-27       Impact factor: 16.383

3.  Concise synthesis of (+)-fastigiatine.

Authors:  Renzo A Samame; Christina M Owens; Scott D Rychnovsky
Journal:  Chem Sci       Date:  2015-10-06       Impact factor: 9.825

Review 4.  Recent Advances in Substrate-Controlled Asymmetric Cyclization for Natural Product Synthesis.

Authors:  Jeyun Jo; Seok-Ho Kim; Young Taek Han; Jae-Hwan Kwak; Hwayoung Yun
Journal:  Molecules       Date:  2017-06-26       Impact factor: 4.411

  4 in total

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