The synthesis of the C(19) -C(32) fragment of Scytophycin C is described which features an iterative, stereospecific methylation of y,8-epoxy acrylates by trimethylaluminum and the use of Roush's (S,S)diisopropyltartrate-E-crotylboronate.
A stereoconvergent synthesis of the C(19)C(31) fragment of scytophycin C
✍ Scribed by J.S. Yadav; Md.Moinuddin Ahmed
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 160 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The C( 19) C(31) fragment of the anti-tumor macrolide, scytophycin C, was realized in a stereoconvergent manner utilizing a desymmetrization approach to create eight contiguous asymmetric centers from a common precursor.
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Synthesis of the C 19 -C 32 Fragment of Scytophycin C via Stereospecific Methylation of γ,δ-Epoxy Acrylates with Trimethylaluminum. -The synthesis of the title compound features an iterative, stereospecific methylation of γ,δ-epoxy acrylates (II) and (V) by trimethylaluminum in the presence of an ex