Synlett 2013; 24(1): 120-124
DOI: 10.1055/s-0032-1317745
letter
© Georg Thieme Verlag Stuttgart · New York

Study of Ring-Opening Reaction of Spiro[5.2]octenes with Aqueous Hydro­halic Acid: Substituent Effect on the Regioselectivity

Yuuki Nagamoto
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan   Fax: +81(75)7534604   Email: kay-t@pharm.kyoto-u.ac.jp
,
Yoshiji Takemoto*
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan   Fax: +81(75)7534604   Email: kay-t@pharm.kyoto-u.ac.jp
,
Kiyosei Takasu*
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan   Fax: +81(75)7534604   Email: kay-t@pharm.kyoto-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 16 October 2012

Accepted after revision: 12 November 2012

Publication Date:
10 December 2012 (online)


Abstract

We describe here the regioselective ring-opening reaction of spiro[5.2]octenes with hydrohalic acids. It was observed that the electronic nature of a substituent on the cyclopropane ring would control the regioselectivity.

Supporting Information