Ring cleavage and successive aldol reaction of 3-[(trialkylsilyl)methyl]cyclobutanones

Jun-ichi Matsuo; Kosuke Harada; Mizuki Kawano; Ryosuke Okuno; Hiroyuki Ishibashi

doi:10.1021/ol202424p

Ring cleavage and successive aldol reaction of 3-[(trialkylsilyl)methyl]cyclobutanones

Org Lett. 2011 Nov 18;13(22):5986-9. doi: 10.1021/ol202424p. Epub 2011 Oct 18.

Authors

Jun-ichi Matsuo¹, Kosuke Harada, Mizuki Kawano, Ryosuke Okuno, Hiroyuki Ishibashi

Affiliation

¹ School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.

PMID: 22007918
DOI: 10.1021/ol202424p

Abstract

3-[(Trialkylsilyl)methyl]cyclobutanones reacted with aldehydes by activation with titanium(IV) chloride to give acyclic β,γ-unsaturated β'-hydroxyketones.

Publication types

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

MeSH terms

Aldehydes / chemistry
Alkylation
Cyclobutanes / chemistry*
Methylation
Molecular Structure

Substances

Aldehydes
Cyclobutanes
3-hydroxybutanal