Catalytic asymmetric synthesis of arbutamine

Heterocycles

Volumn 46, Issue 1, 1997, Pages 157-163

  Takaoka, Eiji ^a   Yoshikawa, Naoki ^a   Yamada, Yoichi M A ^a   Sasai, Hiroaki ^a   Shibasaki, Masakatsu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000042562     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-s55     Document Type: Article

References (33)

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27. The compound (2a) was prepared as follows. (Figure Presented)
28. For lanthanoids effects, see reference 2d.
29. All lanthanoid reagents used were purchased from Kojundo Chemical Laboratory Co. Ltd., 5-1-28 Chiyoda, Sakado-shi, Saitama 350-02, Japan. Fax: +81-492-84-1351.
30. The structure of SmLB was tentatively determined by X-ray crystallographic analysis as shown below (ORTEP II (Johnson, 1976) diagram. Displacement ellipsoids are drawn at the 50% probability level). The rather large R yalue (ca. 13%) may be ascribed to high lability in the coordination of THF. Details will be reported at a later date. (Figure Presented)
31. 2, acetone/hexane = 1/10) gave nitroaldol (2 a) (80.2 mg, 92% ee) in 93% yield.
32. The carboxylic acid (6) was prepared as follows. (Figure Presented)
33. T. Shioiri, Y. Yokoyama, Y. Kasai, and S. Yamada, Tetrahedron, 1976, 32, 2211.