1990/01/01 by Simon R. Crabtree, Wen‐Dao Chu, Lewis N. Mander · 73 citations
Chemistry · #Acylation #Asymmetric Synthesis and Catalysis #Catalysis #Chemistry #Coordination Chemistry and Organometallics #Ether #Organic chemistry #Reagent #Selectivity #Stereoselectivity #Steric effects #Synthetic Organic Chemistry Methods
paper · doi:10.1055/s-1990-21025
published in Synlett 1990(03), 169-170 (Thieme Medical Publishers (Germany))
openalex publication_date 1990/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/08/04
All articles of this category The scope and limitations of the acylation of preformed lithium enolates by methyl cyanoformate have been explored further. In particular, the proportion of C-acylation products in sterically hindered substrates is significantly enhanced by the use of diethyl ether as solvent, while diastereofacial selectivity in the reactions of chiral enolates is found to be similar to that observed for C-alkylations in most cases. Exceptions may occur as a consequence of the higher steric demand of the cyanoformate reagent, however.