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Piperidine‐Mediated [3+2] Cyclization of Donor‐Acceptor Cyclopropanes and β‐Nitrostyrenes: Access to Polysubsituted Cyclopentenes with High Diastereoselectivity
Author(s) -
Xin Junhu,
Dai Chenlu,
Zhang Yue,
Wang Cunde
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202100149
Subject(s) - cyclopropane , chemistry , piperidine , aryl , ring (chemistry) , acceptor , stereochemistry , medicinal chemistry , organic chemistry , alkyl , physics , condensed matter physics
Piperidine‐mediated [3+2] cyclization of cyclopropane‐1,1‐dicarbonitriles and β‐nitrostyrenes was developed to generate highly diastereoselective polysubstituted cyclopent‐2‐ene‐1‐carboxamides with good yields. The approach involved cascade ring‐opening, cyclization, an amido bond formation from cyano group and adjacent cis‐cyano/aryl configuration, thus provided a new insight into the donor‐acceptor cyclopropane chemistry for the synthesis of complex cyclic compounds.