Enantioselective Synthesis of 4-Aminocyclopent-2-ene-1-one from Tricyclo[5.2.1.0 2,6 ]decenyl Enaminones. -The enantioselective synthesis of hitherto unknown 4-aminocyclopent-2-en-1-one (VI) involves reaction of enamine (III) with lithium liquid ammonia which not only results in reduction of the en
Enantioselective synthesis of 4-aminocyclopent-2-ene-1-one from tricyclo[5.2.1.02,6]decenyl enaminones
β Scribed by Namakkal G. Ramesh; Antonius J.H. Klunder; Binne Zwanenburg
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 338 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
An efficient enantioselective synthesis of 4-amino-cyclopent-2-ene-l-one 12 from enaminones 8 and and its diastereomer has been accomplished vin a one step 'electron transfer reduction of the enaminone double bond and concomitant removal of an a-methylbenzyl group, followed by a [4 + 21 cycloreversion strategy.
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