Literature DB >> 19586069

A chemoenzymatic total synthesis of (+)-amabiline.

Alison D Findlay1, Martin G Banwell.   

Abstract

The readily available and enzymatically derived cis-1,2-dihydrocatechol 3 has been converted, over 15 steps, into (+)-amabiline, the non-natural enantiomeric form of a crinine-type alkaloid.

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Year:  2009        PMID: 19586069     DOI: 10.1021/ol901230w

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  A tandem chemoenzymatic methylation by S-adenosyl-L-methionine.

Authors:  Joseph M Lipson; Marie Thomsen; Bradley S Moore; Rasmus P Clausen; James J La Clair; Michael D Burkart
Journal:  Chembiochem       Date:  2013-05-06       Impact factor: 3.164

2.  Enantioselective total synthesis of (+)-amabiline.

Authors:  Timothy J Senter; Olugbeminiyi O Fadeyi; Craig W Lindsley
Journal:  Org Lett       Date:  2012-03-20       Impact factor: 6.005

Review 3.  The role of biocatalysis in the asymmetric synthesis of alkaloids.

Authors:  Joerg H Schrittwieser; Verena Resch
Journal:  RSC Adv       Date:  2013-08-07       Impact factor: 3.361

Review 4.  The Chemical Synthesis of the Crinine and Haemanthamine Alkaloids: Biologically Active and Enantiomerically-Related Systems that Serve as Vehicles for Showcasing New Methodologies for Molecular Assembly.

Authors:  Nan Hu; Lorenzo V White; Ping Lan; Martin G Banwell
Journal:  Molecules       Date:  2021-02-02       Impact factor: 4.411

5.  Efficient syntheses of (-)-crinine and (-)-aspidospermidine, and the formal synthesis of (-)-minfiensine by enantioselective intramolecular dearomative cyclization.

Authors:  Kang Du; He Yang; Pan Guo; Liang Feng; Guangqing Xu; Qinghai Zhou; Lung Wa Chung; Wenjun Tang
Journal:  Chem Sci       Date:  2017-07-03       Impact factor: 9.825

  5 in total

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