Diastereoselective Syntheses of Functionalized Five-Membered Carbocycles and Heterocycles by a SmI2-Promoted Intramolecular Coupling of Bromoalkynes and α,β-Unsaturated Esters

2010-07-02T00:00:00Z (GMT) by Kazunori Takahashi Toshio Honda
An intramolecular coupling of bromoalkynes with α,β-unsaturated esters afforded functionalized five-membered carbocycles and heterocycles with high diastereoselectivities in excellent yields. The vinyl bromides newly generated as the products serve as adequate intermediates for further chemical modification.