Asymmetric synthesis of cryptofolione and determination of its absolute configuration

Heterocycles

Volumn 66, Issue 1, 2005, Pages 187-194

  Matsuoka, Yuko ^a   Aikawa, Kohsuke ^a   Irie, Ryo ^a   Katsuki, Tsutomu ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33646866361     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-05-S(K)73     Document Type: Article

References (29)

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7. 13C NMR spectral data are almost identical to those reported for cryptofolione.
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28. 3, Z=2, Dc=1.228, μ(Mo-Ka)=0.85, R=0.054, Rw=0.046 for 1541 reflections and 207 variables, GOF=0.99. Data were collected on a Rigaku RAXIS RAPID imaging plate area detector with graphite monochromated Mo-Ka at -90°C. Structural analysis was performed using the teXsan crystallographic software package. The structure was solved by heavy atom Patterson methods and expanded using Fourier techniques. Hydrogen and all non-hydrogen atoms were refined isotropically and anisotropically, respectively.
29. Although this result indicates that the specific rotations of both (6R, 10R, 12S)-1 and (6R, 10S, 12R)-1 have the same plus sign as the natural product, the absolute value for the former stereoisomer is more comparable with that reported for cryptofolione.