One‐Pot synthesis of substituted pyrrolidines  via  aminomercuration‐demercuration of 1,4‐ and 1,5‐Hexadiene | Zendy

Barluenga J. | Zendy; Najera C. | Zendy; Yus M. | Zendy

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One‐Pot synthesis of substituted pyrrolidines via aminomercuration‐demercuration of 1,4‐ and 1,5‐Hexadiene

Author(s) -

Barluenga J.,

Najera C.,

Yus M.

Publication year - 1981

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570180705

Subject(s) - chemistry , stereoselectivity , yield (engineering) , intermolecular force , one pot synthesis , medicinal chemistry , organic chemistry , combinatorial chemistry , stereochemistry , catalysis , molecule , materials science , metallurgy

The aminomercuration‐demercuration of 1,4‐ and 1,5‐hexadiene yield cis‐ and trans ‐2,5‐dimethyl‐ N ‐arylpyrrolidines via one‐pot process. The intermolecular cyclization reaction goes through the corresponding mercurated pyrrolidines; these intermediates were isolated and characterized when the mercuration reaction was completed. The high stereoselectivity observed allows an easy way of synthesis for N ‐substituted trans ‐2,5‐dimethylpyrrolidines.

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