Diastereoselective Cyanation of α‐Keto Amides Derived from  N ‐Phenyl Camphorpyrazolidinone and Camphorsultam | Zendy

Hsu HuaLin | Zendy; Wu HsinLing | Zendy; Venkatesham Uppala | Zendy; Chen KwunMin | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Diastereoselective Cyanation of α‐Keto Amides Derived from N ‐Phenyl Camphorpyrazolidinone and Camphorsultam

Author(s) -

Hsu HuaLin,

Wu HsinLing,

Venkatesham Uppala,

Chen KwunMin

Publication year - 2006

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.200600058

Subject(s) - chemistry , cyanation , stereocenter , lewis acids and bases , trimethylsilyl cyanide , cyanide , chelation , stereochemistry , trimethylsilyl , medicinal chemistry , oxygen atom , organic chemistry , catalysis , molecule , enantioselective synthesis

The diastereoselective cyanation of α‐keto amides using trimethylsilyl cyanide in the presence of a Lewis acid is described. The corresponding O ‐acetylated cyanohydrins are obtained in good to high levels of stereoselectivities. The predominance of products with the S absolute configuration at the newly generated stereogenic center was deduced from single crystal X‐ray analysis. 13 C NMR data suggest that a preferential s‐cis conformation was formed by the chelation of a Lewis acid to the dicarbonyl oxygen atoms.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research