125787-05-5Relevant articles and documents
Anodic Methoxylation of Pyrrolidinol Derivatives. Enantioselective Synthesis of cis- and trans-(3R)-3-Hydroxyprolines
Thaning, Mikkel,Wistrand, Lars-G.
, p. 290 - 295 (2007/10/02)
Anodic α-methoxylations of (3R)-1-methoxycarbonylpyrrolidin-3-ol and two O-protected analogs display modest regioselectivities (yield of 3 54percent; yield of 4 72percent).Substitution of the 2-methoxy group with a cyano group causes enhanced cis stereoselectivity (86percent) when a tert-butyldimethylsilyloxy substituent was present in the 3-position.Hydrolysis of the isomeric cyano compounds gave cis-3-hydroxy-L-proline and trans-3-hydroxy-D-proline.