Synlett

Catalytic asymmetric synthesis of (R)-(-)-calycotomine,(S)-(-)-salsolidine and (S)-(-)-carnegine

T Kanemitsu, Y Yamashita, K Nagata, T Itoh

Index: Kanemitsu, Takuya; Yamashita, Yuki; Nagata, Kazuhiro; Itoh, Takashi Synlett, 2006 , # 10 p. 1595 - 1597

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Citation Number: 20

Abstract

Abstract A simple and efficient procedure for a synthesis of isoquinoline alkaloids is described. The key step of the synthesis was a hydrocyanation of 6, 7-dimethoxy-3, 4- dihydroisoqunoline giving the corresponding 1-cyano-1, 2, 3, 4-tetrahydroisoquinoline. The asymmetric Strecker reaction was accomplished in high yield and high enantiomeric excess using Jacobsen's thiourea-containing catalyst. The 1-cyanoisoquinoline thus obtained ...

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