Nickel‐Catalyzed Chemo‐ and Stereoselective Alkenylative Cyclization of 1,6‐Enynes with Alkenyl Boronic Acids | Zendy

Yang ChunMing | Zendy; Mannathan Subramaniyan | Zendy; Cheng ChienHong | Zendy

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Nickel‐Catalyzed Chemo‐ and Stereoselective Alkenylative Cyclization of 1,6‐Enynes with Alkenyl Boronic Acids

Author(s) -

Yang ChunMing,

Mannathan Subramaniyan,

Cheng ChienHong

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201302180

Subject(s) - stereoselectivity , catalysis , nickel , chemistry , toluene , sulfonate , cyclooctadiene , organic chemistry , combinatorial chemistry , computer science , sodium

Discover nickel! A nickel‐catalyzed alkenylative cyclization of 1,6‐enynes and alkenyl boronic acids affording substituted pyrrolidines and dihydrofurans is described (see scheme; cod=1,5‐cyclooctadiene, Ts = p ‐toluene sulfonate). The reaction is highly chemo‐ and stereoselective. A possible reaction mechanism involving a nickelacyclopentene intermediate is proposed.

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