Synthesis

Stereoselective Synthesis of Aporphine Alkaloids Using a Hypervalent Iodine (III) Reagent-Promoted Oxidative Nonphenolic Biaryl Coupling Reaction. Total Synthesis …

E Anakabe, L Carrillo, D Badía, JL Vicario…

Index: Anakabe, Eneritz; Carrillo, Luisa; Badia, Dolores; Vicario, Jose L.; Villegas, Maite Synthesis, 2004 , # 7 p. 1093 - 1101

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Citation Number: 10

Abstract

Abstract The aporphine alkaloid (+)-glaucine (8a) and two other analogues 8b, c have been synthesized in good yield and high ee from the appropriate 1, 2-diarylethylamine derivatives, which were in turn prepared using (S)-(+)-phenylglycinol as chiral support. Next, a sequence of simple transformations: N-alkylation with bromoacetaldehyde diethyl acetal, N-methylation, Pommeranz-Fritsch cyclization, and ionic hydrogenation led to the key ...

Enantioselective synthesis of tetrahydroprotoberberines and bisbenzylisoquinoline alkaloids from a deprotonated α-aminonitrile

[Blank, Nancy; Opatz, Till Journal of Organic Chemistry, 2011 , vol. 76, # 23 p. 9777 - 9784]

General asymmetric synthesis of isoquinoline alkaloids. Enantioselective hydrogenation of enamides catalyzed by BINAP-ruthenium (II) complexes

[Kitamura; Hsiao; Ohta; Tsukamoto; Takaya; Noyori Journal of Organic Chemistry, 1994 , vol. 59, # 2 p. 297 - 310]

Enantioselective Synthesis of (+)??(S)??Laudanosine and (–)??(S)??Xylopinine

[Mujahidin, Didin; Doye, Sven European Journal of Organic Chemistry, 2005 , # 13 p. 2689 - 2693]