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Stereodivergent Total Synthesis of Δ9-Tetrahydrocannabinols†

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  • †

    We are grateful to the ETH Zürich, the Swiss National Science Foundation (200020_152898), and the Swiss Commission for Technology and Innovation (CTI, 15175.1 PFLS-LS) for financial support.

Abstract

All four stereoisomers of Δ9-tetrahydrocannabinol (Δ9-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.

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DOI

10.1002/anie.201408380

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© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

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Keywords

  • dual catalysis;
  • stereodivergent synthesis;
  • tetrahydrocannabinol;
  • total synthesis

Publication History

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  • Version of record online:
  • Manuscript Received:

Funded by

  • ETH Zürich
  • Swiss National Science Foundation. Grant Number: 200020_152898
  • Swiss Commission for Technology and Innovation. Grant Number: 15175.1 PFLS-LS

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