✦ LIBER ✦
ChemInform Abstract: Transition-State Mimetics for HIV Protease Inhibitors: Stereocontrolled Synthesis of Hydroxyethylene and Hydroxyethylamine Isosteres by Ester-Derived Titanium Enolate syn and anti-Aldol Reactions.
✍ Scribed by A. K. GHOSH; S. FIDANZE
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 33 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Transition-State Mimetics for HIV Protease Inhibitors: Stereocontrolled Synthesis of Hydroxyethylene and Hydroxyethylamine Isosteres by Ester-Derived Titanium Enolate syn and anti-Aldol Reactions.
-A recently developed highly selective ester-derived titanium enolate aldol reaction is applied to the synthesis of epoxides (VI) and (X) as well as lactone (XI), which are versatile precursors for the title isosteres. The primarily formed syn-and anti-aldol adducts (III) and (VIII) undergo a Curtius rearrangement after removal of the auxiliary with retention of configuration at the migrating carbon. -(GHOSH, A.