Enantioselective Intermolecular [2 + 2 + 2] Cycloadditions of Ene–Allenes with Allenoates

• Published in: Organic letters Vol. 14; no. 23; pp. 6096 - 6099
• Main Authors: Brusoe, Andrew T, Edwankar, Rahul V, Alexanian, Erik J
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 07.12.2012; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; ACETYLENES; CYCLIZATIONS; NICKEL; LIGANDS; NITRILES; COMPLEXES; ISOCYANATES; ALKYNES; DERIVATIVES; DIYNES

An enantioselective [2 + 2 + 2] cycloaddition of ene–allenes with allenoates is described, which transforms simple π-components into stereochemically complex carbocycles in a single step. The rhodium(I)-catalyzed cycloaddition proceeds with good levels of enantioselectivity, and with high levels of...