Literature DB >> 12837075

Stereocontrolled total synthesis of (-)-ephedradine A (orantine).

Wataru Kurosawa1, Toshiyuki Kan, Tohru Fukuyama.   

Abstract

The stereocontrolled total synthesis of (-)-ephedradine A has been accomplished. The synthesis features an asymmetric C-H insertion reaction, an intramolecular ester-amide exchange reaction, and a Sharpless asymmetric aminohydroxylation reaction. Construction of the complex macrocyclic ring was performed by Ns-strategy and an intramolecular aza-Wittig reaction.

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Year:  2003        PMID： 12837075     DOI： 10.1021/ja036011k

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


  10 in total

1.  Highly convergent total synthesis of (+)-lithospermic acid via a late-stage intermolecular C-H olefination.

Authors:  Dong-Hui Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-03-28       Impact factor: 15.419

2.  Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes.

Authors:  Chong Han; Jonathan P Lee; Emil Lobkovsky; John A Porco
Journal:  J Am Chem Soc       Date:  2005-07-20       Impact factor: 15.419

Review 3.  If C-H bonds could talk: selective C-H bond oxidation.

Authors:  Timothy Newhouse; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

4.  Synthesis and anticancer activity of all known (-)-agelastatin alkaloids.

Authors:  Sunkyu Han; Dustin S Siegel; Karen C Morrison; Paul J Hergenrother; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2013-11-21       Impact factor: 4.354

5.  Total synthesis and configurational assignment of chondramide A.

Authors:  Anke Schmauder; L David Sibley; Martin E Maier
Journal:  Chemistry       Date:  2010-04-12       Impact factor: 5.236

6.  Synthesis of Enantioenriched 3,4-Disubstituted Chromans through Lewis Base Catalyzed Carbosulfenylation.

Authors:  Travis Menard; Aragorn Laverny; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

Review 7.  Application of donor/acceptor-carbenoids to the synthesis of natural products.

Authors:  Huw M L Davies; Justin R Denton
Journal:  Chem Soc Rev       Date:  2009-09-30       Impact factor: 54.564

Review 8.  Fukuyama reduction, Fukuyama coupling and Fukuyama-Mitsunobu alkylation: recent developments and synthetic applications.

Authors:  Sana Sikandar; Ameer Fawad Zahoor; Shazia Naheed; Bushra Parveen; Kulsoom Ghulam Ali; Rabia Akhtar
Journal:  Mol Divers       Date:  2021-02-11       Impact factor: 2.943

9.  Enantioselective synthesis of (-)-maoecrystal V by enantiodetermining C-H functionalization.

Authors:  Ping Lu; Artur Mailyan; Zhenhua Gu; David M Guptill; Hengbin Wang; Huw M L Davies; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2014-12-11       Impact factor: 15.419

Review 10.  Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules.

Authors:  Majid M Heravi; Tahmineh Baie Lashaki; Bahareh Fattahi; Vahideh Zadsirjan
Journal:  RSC Adv       Date:  2018-02-09       Impact factor: 4.036
  10 in total

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