(Chemical Equation Presented) A short-step synthesis of versatile chiral building blocks for triazole antifungal agents such as ZD0870 and Sch45450 was developed via catalytic enantioselective cyanosilylation of electron-deficient ketones as the key step. High enantioselectivity was produced using a catalyst prepared from Gd(HMDS)3 and ligand 5 in a 2:3 ratio. This new catalyst preparation method was superior to the previous method using Gd(O iPr)3 as a metal source. A rationale for the difference is proposed on the basis of structural studies of the catalyst complexes using ESI-MS.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry