A new asymmetric route to synthetically useful γ-substituted γ-butyrolactones
✍ Scribed by Jarosław Kiegiel; Jacek Nowacki; Aldona Tarnowska; Małgorzata Stachurska; Janusz Jurczak
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 100 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The results of asymmetric hydrogenation of diethyl 3,4-dioxohexanedioate are presented. (R,R)-1,5-Dioxa-2,6-dioxobicyclo[3.3.0]octane, the product of hydrogenation and subsequent cyclization, was obtained in high enantiomeric excess. This compound was transformed into synthetically useful (R)-4-hydroxyethyl-2-buten-4olide.
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## carbonyl compounds with sofr rlectrophiles restdted in intramolectdar aYsplacement of the stt@nyl group by the wrbonyl to give ~butyrolactones. This novel cyclisation wrks best for bznzylic svlfaridcs and provides a concise route to ttans-#J~ttbstitttted lactones with high stereoselectivity. Co
Bangalore -560 012, INDIA Synthesis of Andirolactone (11, starting from k-methyl