1-ACETYL-1-CYCLOPENTENE

Uses

1-Acetyl-1-cyclopentene may be used in the preparation of the following allenylcycloalkanes:

• 1-vinylidenyl-2-[4-(trimethylsilyl)-3-butynyl]-cyclopentane
• 1-vinylidenyl-2-(3-butynyl)-cyclopentane

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 450, 1979 DOI: 10.1021/jo01317a033
Tetrahedron Letters, 15, p. 1623, 1974

General Description

1-Acetyl-1-cyclopentene is a cyclic alkene. Its lithium enolate undergoes Brook rearrangement-mediated [3+4] annulation with 3-alkyl-3-haloacryloylsilanes to afford tricyclo[5.3.0.01,4]decenone derivatives. Asymmetric oxidative Heck reaction of 1-acetyl-1-cyclopentene in the presence of a Pd-ligand has been reported.