Enantioselective Addition of a 2‐Alkoxycarbonyl‐1, 3‐dithiane to Imines Catalyzed by a Bis(guanidino)iminophosphorane Organosuperbase. Issue 52 (20th October 2015) - Kondoh, Azusa
Abstract: A chiral bis(guanidino)iminophosphorane catalyzes enantioselective addition reactions of a 1, 3‐dithiane derivative as a pronucleophile. The chiral uncharged organosuperbase facilitates the addition of benzyloxycarbonyl‐1, 3‐dithiane to aromatic N ‐Boc‐protected imines to provide optically active α‐amino‐1, 3‐dithiane derivatives, which are valuable versatile building blocks in organic synthesis. Abstract : A chiral organosuperbase catalyzes enantioselective addition reactions of a 2‐alkoxycarbonyl‐1, 3‐dithiane. In particular, the chiral uncharged bis(guanidino)iminophosphorane catalyst facilitates their addition to aromatic N‐Boc‐protected imines to provide optically active α‐amino‐1, 3‐dithiane derivatives, which are valuable and versatile building blocks in organic synthesis.