A new asymmetric synthesis of (R)-3-methylpyrrolidine alkaloids starting from (S)-malic acid
Journal article published in 2001 by
Huang,PQ,
黄培强,
Zheng,X,
郑啸,
Pei Qiang Huang,
Xiao Zheng,
Pq Q. Huang 
,
Ruan,YP,
Yuan Ping Ruan,
Yp P. Ruan,
Chan,WH,
Awm W. M. Lee,
Albert W. M. Lee,
Wh H. Chan,
Lee,AWM
,
Ruan,YP,
Yuan Ping Ruan,
Yp P. Ruan,
Chan,WH,
Awm W. M. Lee,
Albert W. M. Lee,
Wh H. Chan,
Lee,AWM
This paper was not found in any repository, but could be made available legally by the author.
Full text: Unavailable
Postprint:
archiving forbidden
Published version:
archiving forbidden
Data provided by 
Abstract
Diastereoselective methylation of dimethyl (S)-malate (8) followed by two three-step reductive dehydroxylation procedures afforded dimethyl (R)-2-methylsuccinate (16) in 80.2% and 84.7% ee respectively, the later was further transformed into the natural enantiomers of ant venom alkaloids (R)-leptothoracine (1) and (R)-3-methyl-N-(2-phenylethyl)pyrrolidine (2) and (3R, 2'S)-3-methyl-N-(2-methylbutyl)pyrrolidine (3).