Multifunctional molecules containing allenyl and alkynyl groups are attractive synthetic intermediates due to their unique and versatile reactivity that allows their conversion to a variety of acyclic and cyclic products.  For this reason, the development of efficient and stereocontrolled methods for the synthesis and transformation of molecules of this type continues to attract significant interest.

Herein, we report the one-step three component reaction among an allenyl boronic acid derivative (1) or allenyl trifluoroborate (2) with an amine (3) and a carbonyl compound (4) to produce substituted allenyl (5) and/or alkynyl (6) amine products.  The conditions and factors controlling the formation of 5 or 6 as well as methods for the synthesis of allenyl and alkynyl amino acids and amino alcohols will be described.