Premium
Synthesis of spiro‐1‐pyrazolines by the 1,3‐dipolar cycloaddition of exocyclic α,β‐unsaturated ketones with diazomethane
Author(s) -
Silva Artur M. S.,
Cavaleiro José A. S.,
Lévai Albert,
Patonay Tamás
Publication year - 1999
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.5570360517
Subject(s) - diazomethane , chemistry , cycloaddition , 1,3 dipolar cycloaddition , stereochemistry , organic chemistry , medicinal chemistry , catalysis
1,3‐Dipolar cycloadditions of exocyclic α,β‐unsaturated ketones 1‐22 with diazomethane afforded spiro‐1‐pyrazolines 23‐44 in a diastereospecific reaction. The structure and stereochemistry of each compound synthesised has been elucidated by nmr spectroscopic measurements and other analytical techniques. It has been proven that the stereochemistry of the starting α,β‐enones was retained in the course of these cycloadditions.