Synthesis of (–)??(S)??Norlaudanosine,(+)??(R)??O, O??Dimethylcoclaurine, and (+)??(R)??Salsolidine by Alkylation of an α??Aminonitrile
F Werner, N Blank, T Opatz
Index: Werner, Frank; Blank, Nancy; Opatz, Till European Journal of Organic Chemistry, 2007 , # 23 p. 3911 - 3915
Full Text: HTML
Citation Number: 19
Abstract
Abstract A short asymmetric synthesis of 1-substituted 1, 2, 3, 4-tetrahydroisoquinoline alkaloids by deprotonation of an unprotected α-aminonitrile and alkylation of the resulting carbanion followed by spontaneous elimination of HCN and asymmetric reduction is described.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Related Articles:
[Kitamura; Hsiao; Ohta; Tsukamoto; Takaya; Noyori Journal of Organic Chemistry, 1994 , vol. 59, # 2 p. 297 - 310]
[Kitamura; Hsiao; Ohta; Tsukamoto; Takaya; Noyori Journal of Organic Chemistry, 1994 , vol. 59, # 2 p. 297 - 310]
Asymmetric synthesis of isoquinoline alkaloids by homogeneous catalysis
[Noyori, R.; Ohta, M.; Hsiao, Yi; Kitamura, M.; Ohta, T.; Takaya, H. Journal of the American Chemical Society, 1986 , vol. 108, # 22 p. 7117 - 7119]
Asymmetric synthesis of isoquinoline alkaloids by homogeneous catalysis
[Noyori, R.; Ohta, M.; Hsiao, Yi; Kitamura, M.; Ohta, T.; Takaya, H. Journal of the American Chemical Society, 1986 , vol. 108, # 22 p. 7117 - 7119]
[Gawley, Robert E.; Smith, Gregory A. Tetrahedron Letters, 1988 , vol. 29, # 3 p. 301 - 302]