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

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journal contribution
posted on 2010-07-02, 00:00 authored 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.

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