A general and regioselective synthesis of cyclopentenone derivatives through nickel(0)-mediated [3+2] cyclization of alkenyl Fischer carbene complexes and internal alkynes

作者：Barluenga Jose^*; Barrio Pablo; Riesgo Lorena; Lopez Luis A; Tomas Miguel

来源：Journal of the American Chemical Society, 2007, 129(46): 14422-14426.

DOI：10.1021/ja075106+

A broad range of substituted 2-cyclopentenone derivatives 3-6 are synthesized by the nickel-(0)-mediated [3 + 2] cyclization reaction of chromium alkenyl(methoxy)carbene complexes 1 and internal alkynes 2. The reaction takes place with complete regioselectivity with both unactivated alkynes and activated alkynes (electron-withdrawing and electron-donating substituted alkynes). Representative cycloadducts containing boron and tin substituents are further demonstrated to be active partners in classical Pd-catalyzed C-C coupling processes to allow the production of 2-aryl- and 2-alkynyl-substituted cyclopentenones 9-13.

• 出版日期2007-11-21