Literature DB >> 25303495

Stereodivergent total synthesis of Δ9-tetrahydrocannabinols.

Michael A Schafroth1, Giuseppe Zuccarello, Simon Krautwald, David Sarlah, Erick M Carreira.   

Abstract

All four stereoisomers of Δ(9)-tetrahydrocannabinol (Δ(9)-THC) were synthesized in concise fashion using stereodivergent dual catalysis. Thus, following identical synthetic sequences and applying identical reaction conditions to the same set of starting materials, selective access to the four stereoisomers of THC was achieved in five steps.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  dual catalysis; stereodivergent synthesis; tetrahydrocannabinol; total synthesis

Mesh：

Substances：

Year:  2014        PMID： 25303495     DOI： 10.1002/anie.201408380

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  6 in total

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4.  Tandem Allylboration-Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (-)-Clavosolide A.

Authors:  Alba Millán; James R Smith; Jack L-Y Chen; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-14       Impact factor: 15.336

5.  Synthesis of (-)-Cannabimovone and Structural Reassignment of Anhydrocannabimovone through Gold(I)-Catalyzed Cycloisomerization.

Authors:  Javier Carreras; Mariia S Kirillova; Antonio M Echavarren
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-27       Impact factor: 15.336

6.  Stereodivergent synthesis of vicinal quaternary-quaternary stereocenters and bioactive hyperolactones.

Authors:  Haifeng Zheng; Yan Wang; Chaoran Xu; Xi Xu; Lili Lin; Xiaohua Liu; Xiaoming Feng
Journal:  Nat Commun       Date:  2018-05-17       Impact factor: 14.919
  6 in total

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