Project Summary/Abstract This diversity supplement will support the training of a first-generation Cuban-American Ph.D. candidate conducting research under the topics of the parent grant. This student will investigate the formation of carbon-heteroatom bonds at sp3 sites by allylic substitution and C-H bond functionalization. In one line of investigation, catalysts will be designed based on cationic allyliridium intermediates in enantioselective, catalytic allylic substitution process that will broaden the reaction scope to enable substitutions that form tertiary carbinamines from allylic alcohol derivatives. In a second line of investigation the candidate will conduct studies to extend the scope of iron-catalyzed azidation reactions, based on recent mechanistic findings, to achieve mild, direct aminations of C-H bonds to form Boc-protected amines. As part of these research activities, the candidate will follow a multi-pronged individualized training plan that includes participation in tutorials in catalysis, mechanistic analysis and synthetic strategies conducted within our research group, participation in group workshops on the writing of research grants, concerted guidance by the mentor on the preparation of early manuscript drafts, and - building on a strength of the candidate’s oral presentation skills - attendance of national meetings to present results with time spent during preparation to learn advanced aspects of public presentations.