Conversion of olefins into γ-butyrolactones

✍ Scribed by Stephen P. Brown; Balkrishna S. Bal; Harold W. Pinnick

• Book ID: 104243491
• Publisher: Elsevier Science
• Year: 1981
• Tongue: French
• Weight: 231 KB
• Volume: 22
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)92374-3

✦ Synopsis

Cyclopropyl esters derived from olefins undergo ring opening with lodotrimethylsilane and, after base treatment, y-butyrolactones are obtained.

In connection with a recent synthetic effort, a method for the conversion of a carbon-carbon double bona into a y-butyrolactone was needed.

1 The recent work by Miller 2,3 on iodotrimethylsilane (TMSI) opening of cyclopropyl and cyclobutyl ketones (e.g., eq 1) suggested a very convenient approach to