Synthesis 2008(12): 1955-1959  
DOI: 10.1055/s-2008-1067093
PAPER
© Georg Thieme Verlag Stuttgart · New York

Periselectivity in the Cycloaddition Reactions of Pentafulvenes with 3-Oxidopyrylium Betaines: Effect of Substituent on the C-6 Carbon

K. Syam Krishnan, Rani Rajan, K. V. Radhakrishnan*
Organic Chemistry Section, Chemical Sciences & Technology Division, National Institute for Interdisciplinary Science and Technology (CSIR), Trivandrum 695019, Kerala, India
Fax: +91(471)491712; e-Mail: radhupreethi@rediffmail.com;
Further Information

Publication History

Received 28 November 2007
Publication Date:
16 May 2008 (online)

Abstract

Periselectvity in cycloaddition reactions of pentafulvenes with 3-oxidopyrylium betaines is examined. The results of our studies show that depending on the substituent on the C-6 carbon, the reaction may proceed either through the [6+3] or the [3+2] pathway. The results of our investigations with various pentafulvenes are discussed.