Protecting-Group-Directed Regio- and Stereoselective Oxymercuration-Demercuration: Synthesis of Piperidine Alkaloids Containing 1,2- and 1,3-Amino Alcohol Units

An efficient synthesis of naturally occurring 1,2- and 1,3-amino alcohol unit containing 2-substituted piperidine alkaloids and their analogues has been developed from l -pipecolinic acid. The protocol describes the regio- and stereoselective oxymercuration-demercuration of 2-alkenyl piperidines based on protecting groups to give piperidine alkaloids as a key step. © 2018 Georg Thieme Verlag KG Stuttgart · New York.

Authors
Bugde S.T.1 , Volvoikar P.S.1 , Tilve S.G. 1, 2
Journal
Synthesis
Number of issue
5
Language
English
Pages
1113-1122
Status
Published
Link
External link
DOI
10.1055/s-0036-1589523
Number
ss-2017-t0436-op
Volume
50
Year
2018
Organizations
  • 1 Department of Chemistry, Goa University Taleigao Plateau, Goa, 403206, India
  • 2 Organic Chemistry Department, RUDN University, 6 Miklukcho-Maklaya str., Moscow, 117198, Russian Federation
Keywords
oxazolidinone; oxymercuration; pipecolinic acid; piperidines; stereoselectivity
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/6788/
Share

Other records

L-LYSINE-Α-OXIDASE: ACIDOVORAX CITRULLI BACTERIUM INHIBITOR

Article
Smirnova I.P., Karimova E.V., Shneider Y.A., Volina E.G.
Bulletin of Experimental Biology and Medicine. New York Consultants BureauSpringer / Автономная некоммерческая организация Издательство Российской академии медицинских наук. Vol. 164. 2018. P. 459-461