Benzannulation for the Regiodefined Synthesis of 2-Alkyl/Aryl-1-naphthols: Total Synthesis of Arnottin I

Citations Over TimeTop 10% of 2011 papers

Abstract

The annulation of phthalides with α-alkyl/arylacrylates in the presence of LDA/LHMDS is shown to directly give alkyl/aryl-1-naphthols. The method involving a novel dealkoxycarbonylation obviates the regiochemical issues in the synthesis of polysubstituted naphthalenes, and it forms the key step in a three-step total synthesis of arnottin I, a naphthobenzopyranone natural product.

Related Papers

• → Formation of alkyl (or aryl) chlorosilanes by the direct reaction of alkyl (or aryl) chlorides with silicon(1962)
• → Synthesis of tetrakis(alkyl,aryl)thioethylenes(1979)
• → Formation of alkyl(aryl)chlorosilanes in the direct reaction of alkyl(aryl)chlorides with silicon(1970)