During the past four years, the research of new synthetic methodologies for the rapid construction of enantiomerically pure substituted indole has had a fruitful and important growth. This research line continues to produce stunning arrays of enantioselective technologies either metal or organocatalyzed. Thus, an update of our previous review (Chem. Soc. Rev., 2010, 39, 4449–4465) has become necessary and this critical review documents the literature on this topic, until the end of 2013.