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Natural Product Letters, 1(16), p. 53-56

DOI: 10.1080/1057563029001/4854

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A new approach for asymmetric synthesis of (R)-3-methylpyrrolidine alkaloids from (S)-malic acid

Journal article published in 2002 by Xiao Zheng, 黄培强, 阮源萍, Pq Huang ORCID, Yp Ruan, Awm Lee, Wh Chan
This paper was not found in any repository; the policy of its publisher is unknown or unclear.
This paper was not found in any repository; the policy of its publisher is unknown or unclear.

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Abstract

Diastercoselective methylation of dimethyl (S)-malate 7, followed by two, three-step reductive de-hydroxylation procedures afforded dimethyl (R)-2-methylsuccinate 11 in 80.2% e.e. and 84.7% e.e,, respectively. The latter compound was further transformed into the natural enantiomers of the ant venom alkaloids (R)-leptothoracine 1 and (R)-3-methyl-N-(2-phenylethyl)-pyrrolidine 2.