Literature DB >> 24427773

Synthesis of the 6,6,5,7-tetracyclic core of daphnilongeranin B.

Xiaochun Xiong1, Yong Li, Zhaoyong Lu, Ming Wan, Jun Deng, Shuhang Wu, Huawu Shao, Ang Li.   

Abstract

An efficient approach toward the synthesis of the 6,6,5,7-tetracyclic core of the daphnilongeranin B, a Daphniphyllum alkaloid, is reported. The bridged 6,6-bicyclic system was constructed using a gold(i) catalysed Conia-ene reaction, while the 5- and 7-membered rings were assembled by two diastereoselective Michael addition reactions, respectively.

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Year:  2014        PMID： 24427773     DOI： 10.1039/c3cc47873d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  7 in total

1.  Enantioselective Conia-Ene-Type Cyclizations of Alkynyl Ketones through Cooperative Action of B(C6F5)3, N-Alkylamine and a Zn-Based Catalyst.

Authors:  Min Cao; Ahmet Yesilcimen; Masayuki Wasa
Journal:  J Am Chem Soc       Date:  2019-02-27       Impact factor: 15.419

2.  A Concise Total Synthesis of Dictyodendrins F, H, and I Using Aryl Ynol Ethers as Key Building Blocks.

Authors:  Wenhan Zhang; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2016-08-11       Impact factor: 15.419

3.  Enantioselective Total Syntheses of Akuammiline Alkaloids (+)-Strictamine, (-)-2(S)-Cathafoline, and (-)-Aspidophylline A.

Authors:  Jesus Moreno; Elias Picazo; Lucas A Morrill; Joel M Smith; Neil K Garg
Journal:  J Am Chem Soc       Date:  2016-01-19       Impact factor: 15.419

4.  Toward the ABCD Core of the Calyciphylline A-Type Daphniphyllum Alkaloids: Solvent non-Innocence in Neutral Aminyl Radical Cyclizations.

Authors:  Jennifer L Stockdill; Alberto M Lopez; Ahmad A Ibrahim
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  Tin-Free Access to the ABC Core of the Calyciphylline A Alkaloids and Unexpected Formation of a D-Ring-Contracted Tetracyclic Core.

Authors:  Alberto M Lopez; Ahmad A Ibrahim; Gregory J Rosenhauer; Hansamali S Sirinimal; Jennifer L Stockdill
Journal:  Org Lett       Date:  2018-04-03       Impact factor: 6.005

6.  The daphniphyllum alkaloids: total synthesis of (-)-calyciphylline N.

Authors:  Artem Shvartsbart; Amos B Smith
Journal:  J Am Chem Soc       Date:  2015-03-10       Impact factor: 15.419

7.  Enantioselective Total Syntheses of Methanoquinolizidine-Containing Akuammiline Alkaloids and Related Studies.

Authors:  Elias Picazo; Lucas A Morrill; Robert B Susick; Jesus Moreno; Joel M Smith; Neil K Garg
Journal:  J Am Chem Soc       Date:  2018-05-15       Impact factor: 15.419
  7 in total

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