Conjugate Addition of Organomagnesium Cuprates to Guvacine Derivatives | Zendy

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Conjugate Addition of Organomagnesium Cuprates to Guvacine Derivatives

Author(s) -

Hellenbrand Tim,

Wanner Klaus T.

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201402259

Subject(s) - chemistry , conjugate , cuprate , reagent , piperidine , aldehyde , alkyl , addition reaction , copper , medicinal chemistry , organic chemistry , combinatorial chemistry , catalysis , mathematical analysis , physics , mathematics , optoelectronics , doping

The synthesis of 4‐substituted piperidine‐3‐carboxylates was achieved by conjugate addition of organomagnesium cuprates to N ‐methyl and N ‐ tert‐ butoxycarbonyl guvacine derivatives. Good to excellent yields were obtained with primary Grignard reagents containing alkyl, alkenyl, alkynyl, or masked aldehyde groups in a copper(I)‐trimethylsilylacetylide‐catalysed and chlorotrimethylsilane (TMSCl) mediated procedure.

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