Michael Addition versus 1,3‐Cycloaddition Reactions of Pyridinium Ylides with (Arylmethylene)isoxazol‐5‐ones: Diastereoselective Formation of 4‐[1‐Aryl‐2‐(1‐pyridinio)ethyl]isoxazolium‐5‐olates | Zendy

Risitano Francesco | Zendy; Grassi Giovanni | Zendy; Bruno Giuseppe | Zendy; Nicolò Francesco | Zendy

Premium

Michael Addition versus 1,3‐Cycloaddition Reactions of Pyridinium Ylides with (Arylmethylene)isoxazol‐5‐ones: Diastereoselective Formation of 4‐[1‐Aryl‐2‐(1‐pyridinio)ethyl]isoxazolium‐5‐olates

Author(s) -

Risitano Francesco,

Grassi Giovanni,

Bruno Giuseppe,

Nicolò Francesco

Publication year - 1997

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.199719970224

Subject(s) - chemistry , pyridinium , aryl , cycloaddition , michael reaction , proton nmr , medicinal chemistry , organic chemistry , catalysis , alkyl

The reactions of (arylmethylene)isoxazol‐5‐ones 1 with pyridinium ylides 2 lead to the diastereoselective formation of olates 4 . The reasons for the favored Michael addition and the unsuccessful subsequent cyclization to fused O‐heterocycles are discussed on the basis of X‐ray analysis as well as 1 H‐NMR and chemical evidences.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research