Intramolecular [2+2] cycloaddition of homoallylketenes to bicyclo[2.1.1]hexan-5-ones.

Intramolecular [2+2] cycloaddition of homoallylketenes to bicyclo[2.1.1]hexan-5-ones.

Chemical & pharmaceutical bulletin (2012-04-03)

Takaya Hoshikawa, Kei Tanji, Jun-ichi Matsuo, Hiroyuki Ishibashi

ABSTRACT

Intramolecular [2+2] cycloaddition of γ,δ-unsaturated ketenes derived from hex-5-enoyl chloride derivatives gave bicyclo[2.1.1]hexan-5-ones with complete regioselectivity.

MATERIALS

Product Number

Brand

Product Description

47733-U

Supelco

2-Hexanone, analytical standard

02473

Supelco

2-Hexanone, analytical standard

103004

Sigma-Aldrich

2-Hexanone, reagent grade, 98%