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React."},{"key":"ref20\/cit20b","doi-asserted-by":"crossref","first-page":"288","DOI":"10.1021\/cr0509758","volume":"108","author":"Darses S.","year":"2008","journal-title":"Chem. Rev."},{"key":"ref20\/cit20c","doi-asserted-by":"crossref","first-page":"3623","DOI":"10.1016\/j.tet.2007.01.061","volume":"63","author":"Stefani H. A.","year":"2007","journal-title":"Tetrahedron"},{"key":"ref20\/cit20d","doi-asserted-by":"crossref","first-page":"275","DOI":"10.1021\/ar050199q","volume":"40","author":"Molander G. A.","year":"2007","journal-title":"Acc. Chem. Res."},{"key":"ref21\/cit21a","doi-asserted-by":"crossref","first-page":"892","DOI":"10.1002\/anie.201207978","volume":"52","author":"Nowrouzi F.","year":"2013","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref21\/cit21b","doi-asserted-by":"crossref","first-page":"1216","DOI":"10.1021\/jo302194n","volume":"78","author":"Ramadhar T. R.","year":"2013","journal-title":"J. Org. 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Chem."},{"key":"ref26\/cit26","doi-asserted-by":"crossref","first-page":"1687","DOI":"10.1021\/om00128a038","volume":"4","author":"Sadhu K. M.","year":"1985","journal-title":"Organometallics"},{"key":"ref28\/cit28a","doi-asserted-by":"crossref","first-page":"3252","DOI":"10.1021\/jo00167a020","volume":"48","author":"Trost B. M.","year":"1983","journal-title":"J. Org. Chem."},{"key":"ref28\/cit28b","doi-asserted-by":"crossref","first-page":"8106","DOI":"10.1021\/ja00136a008","volume":"117","author":"Carreira E. M.","year":"1995","journal-title":"J. Am. Chem. Soc."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"1556","DOI":"10.1021\/ol1002913","volume":"12","author":"Venukadasula P. K. M.","year":"2010","journal-title":"Org. 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