Details

Autor(en) / Beteiligte

• Parra-García, Sergio
• Ballester-Ibáñez, Marina
• García-López, José-Antonio

Titel

Pd-Catalyzed Formal [2 + 2]-Retrocyclization of Cyclobutanols via 2‑Fold Csp3–Csp3 Bond Cleavage

Ist Teil von

• Journal of organic chemistry, 2024-01, Vol.89 (2), p.882-886

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2024

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• In this work, we describe the unexpected 2-fold Csp3–Csp3 bond cleavage suffered by cyclobutanols in the presence of a catalytic amount of Pd­(OAc)2 and promoted by the bulky biaryl JohnPhos ligand. Overall, the sequential cleavage of a strained and an unstrained Csp3–Csp3 bond leads to the formal [2 + 2]-retrocyclization products, namely, styrene and acetophenone derivatives. This procedure might enable the use of cyclobutanols as masked acetyl groups, resisting harsh conditions in organic synthesis.