Catalytic Asymmetric Benzylation of Azomethine Ylides Enabled by Synergistic Lewis Acid/Palladium Catalysis

• Published in: Organic letters Vol. 24; no. 13; pp. 2573 - 2578
• Main Authors: Chang, Xin, Ran, Jing-Di, Liu, Xue-Tao, Wang, Chun-Jiang
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 08.04.2022; Amer Chemical Soc
• Subjects: Amino Acids; antihypertensive agents; Azo Compounds; benzylation; Catalysis; catalysts; catalytic activity; Chemistry; Chemistry, Organic; enantioselectivity; imines; Lewis Acids; palladium; Palladium - chemistry; Physical Sciences; Science & Technology; Stereoisomerism; Thiosemicarbazones; CU/PD CATALYSIS; CARBONATES; ENANTIOSELECTIVE SYNTHESIS; (S)-ALPHA-METHYLDOPA; NUCLEOPHILIC-SUBSTITUTION; ALLYLIC ALKYLATION; ALPHA-AMINO-ACIDS; METAL; INHIBITORS; (R)-ALPHA-METHYLDOPA

The synergistic chiral Lewis acid/achiral Pd catalyst system was successfully applied in the enantioselective benzylation of various imine esters, giving a range of α-benzyl-substituted α-amino acid derivatives in satisfactory yield with excellent enantioselectivity. It is worth noting that this str...