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ChemInform Abstract: Catalytic Asymmetric Direct Henry Reaction of Ynals: Short Syntheses of (2S,3R)-(+)-Xestoaminol C and (-)-Codonopsinines.

✍ Scribed by Daisuke Uraguchi; Shinji Nakamura; Takashi Ooi


Publisher
John Wiley and Sons
Year
2011
Weight
56 KB
Volume
42
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

The first efficient, highly anti‐diastereo‐ and enantioselective direct nitro‐aldol reaction of ynals (II), (XII) with simple nitroalkanes is presented.


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Catalytic Asymmetric Direct Henry Reacti
✍ Dr. Daisuke Uraguchi; Shinji Nakamura; Prof.β€…Dr. Takashi Ooi πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons 🌐 English βš– 455 KB

silica gel (n-hexane/ethyl acetate = 4:1) afforded 4 a in quantitative yield. Enantiomeric excess of the anti isomer was determined to be 98 % ee by HPLC on a chiral stationary phase (Daisel Chiralpak AD-H, n-hexane/2-propanol/EtOH = 90:4.5:5.5, flow rate 1.0 mL min Γ€1 ).