Organic synthesis using a hypervalent iodine reagent: unexpected and novel domino reaction leading to spiro cyclohexadienone lactones

Hiromichi Fujioka; Hideyuki Komatsu; Taeko Nakamura; Akihito Miyoshi; Kayoko Hata; Jnashuara Ganesh; Kenichi Murai; Yasuyuki Kita

doi:10.1039/b925687c

Organic synthesis using a hypervalent iodine reagent: unexpected and novel domino reaction leading to spiro cyclohexadienone lactones

Chem Commun (Camb). 2010 Jun 21;46(23):4133-5. doi: 10.1039/b925687c. Epub 2010 Mar 24.

Authors

Hiromichi Fujioka¹, Hideyuki Komatsu, Taeko Nakamura, Akihito Miyoshi, Kayoko Hata, Jnashuara Ganesh, Kenichi Murai, Yasuyuki Kita

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan. fujioka@phs.osaka-u.ac.jp

PMID: 20520878
DOI: 10.1039/b925687c

Abstract

The reaction of 1-(p-hydroxyaryl)cyclobutanols and phenyl iodide(III) diacetate in hexafluoroisopropanol and water produced spiro cyclohexadienone lactones via a domino reaction.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cyclohexenes / chemical synthesis*
Cyclohexenes / chemistry
Iodine / chemistry*
Lactones / chemical synthesis*
Lactones / chemistry
Spiro Compounds / chemical synthesis*
Spiro Compounds / chemistry

Substances

Cyclohexenes
Lactones
Spiro Compounds
cyclohexadienone
Iodine