Thermal and photochemical 1,3-electrocyclic reactions in the chemistry of three-membered heterocyclic compounds (review)

✍ Scribed by V. A. Bakulev; V. G. Kartsev; V. S. Mokrushin

• Publisher: Springer US
• Year: 1989
• Tongue: English
• Weight: 969 KB
• Volume: 25
• Category: Article
• ISSN: 0009-3122
• DOI: 10.1007/bf00481513

✦ Synopsis

V. A. Bakulev, V. G. Kartsev, UDC 547~717.04:541.ii'14(047) and V. S. Mokrushin Recent data on thermal and photochemical 1,3-electrocyclic reactions are examined and systematized.

Electrocyclic reactions (ER), together with cycloaddition, sigmatropic shifts, and cheleotropic transformations, are processes, the regioselectivity and stereoselectivity of which can be predicted on =he basis of the rules of retention of orbital symmetry [I]. 1,3-Electrocyclic reactions are widespread in the chemistry of three-membered heterocyclic compounds. However, data on these reactions are presented in literature sources that are, as a rule, devoted to other special questions and have not been systematized. Data only up to 1979 have been presented in a monograph [2]; moreover, the most interesting types of ER --photochemical reactions --have not been described. These processes are of particular theoretical interest in connection with the high degree of strain of three-membered rings and are important from a practical point of view.