SYNTHESIS OF (5R*,6R*)-6-(3-(TERT-BUTYLDIMETHYLSILYLOXY)PROP-1-YNYL)-5-HYDROXYPIPERIDIN-2-ONE.

Authors

  • Dau Xuan Duc Faculty of Chemistry, Vinh university
  • Vo Cong Dung Faculty of Chemistry, Vinh university

DOI:

https://doi.org/10.15625/0866-708X/55/2/8728

Keywords:

piperidinone, azide, Stemona alkaloids, epoxidation

Abstract

The synthesis of racemic (5R*,6R*)-6-(3-(tert-Butyldimethylsilyloxy)prop-1-ynyl)-5-hydroxypiperidin-2-one was accomplished in 10.3% overall yield over 7 steps. The key steps involved a Sonogashira coupling reaction to make an ene-yne ester and an azidolysis reaction of an epoxide ester to form a γ-lactone.

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Published

2017-04-17

How to Cite

Duc, D. X., & Dung, V. C. (2017). SYNTHESIS OF (5R*,6R*)-6-(3-(TERT-BUTYLDIMETHYLSILYLOXY)PROP-1-YNYL)-5-HYDROXYPIPERIDIN-2-ONE. Vietnam Journal of Science and Technology, 55(2), 202. https://doi.org/10.15625/0866-708X/55/2/8728

Issue

Section

Natural Products