Literature DB >> 28051867

Construction of the Azacyclic Core of Tabernaemontanine-Related Alkaloids via Tandem Reformatsky-Aza-Claisen Rearrangement.

Young-Ger Suh1, Changjin Lim1, Jaehoon Sim1, Jae Kyun Lee2, Young-Joon Surh3, Seung-Mann Paek4.   

Abstract

A divergent synthetic methodology for a tabernaemontanine-related alkaloid was developed. The synthetic route features practical improvements in the Pictet-Spengler cyclization for the tetrahydro-β-carboline intermediate and an unprecedented tandem Reformatsky-aza-Claisen rearrangement to create the core carbon skeleton and stereochemistries of tabernaemontanine-related alkaloids.

Entities:  

Year:  2017        PMID： 28051867     DOI： 10.1021/acs.joc.6b02648

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Convenient construction of tetrahydrochromeno[4',3':2,3]indolizino[8,7-b]indoles and tetrahydroindolizino[8,7-b]indoles via one-pot domino reaction.

Authors:  Jing Sun; Wang Jiang; Chao-Guo Yan
Journal:  RSC Adv       Date:  2018-08-14       Impact factor: 3.361

2.  Asymmetric Synthesis of (-)-6-Desmethyl-Fluvirucinine A₁ via Conformationally-Controlled Diastereoselective Lactam-Ring Expansions.

Authors:  Hyunyoung Moon; Hojong Yoon; Changjin Lim; Jaebong Jang; Jong-Jae Yi; Jae Kyun Lee; Jeeyeon Lee; Younghwa Na; Woo Sung Son; Seok-Ho Kim; Young-Ger Suh
Journal:  Molecules       Date:  2018-09-14       Impact factor: 4.411

Review 3.  Synthesis of Tetrabenazine and Its Derivatives, Pursuing Efficiency and Selectivity.

Authors:  Seung-Mann Paek
Journal:  Molecules       Date:  2020-03-05       Impact factor: 4.411
  3 in total

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