Asymmetric Synthesis of a New Salen Type-titanium Complex as the Catalyst for Asymmetric Trimethylsilylcyanation of Aldehydes

• Published in: Journal of the Chinese Chemical Society (Taipei) Vol. 57; no. 4A; pp. 726 - 737
• Main Authors: Lin, Zheng-Chang, Chen, Chinpiao
• Format: Journal Article
• Language: English
• Published: TAIPEI Chinese Chemical Soc 01.08.2010
• Subjects: Chemistry; Chemistry, Multidisciplinary; Physical Sciences; Science & Technology; DOUBLE-ACTIVATION METHOD; Curtius rearrangement; Trimethylsilylcyanation; AROMATIC-ALDEHYDES; HIGH OPTICAL PURITY; ALPHA-ALKOXY ALDEHYDES; ENANTIOSELECTIVE CYANOSILYLATION; Asymmetric synthesis; CHEMOENZYMATIC SYNTHESIS; HYDROGEN-CYANIDE; AMINO ALDEHYDES; Diels-Alder reaction; CHIRAL LEWIS-ACID

This work describes the asymmetric synthesis of a new salen-type ligand via a Diels-Alder reaction and Curtius rearrangement. The ligand with a norbornane skeleton was used in the trimethylsilylcyanation of aldehydes, but the enantioselectivity was 55%ee. The norborane skeleton was cleaved to destro...