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Stereoselective synthesis of 2-(2′-cycloalkenyl)glycinates via ester-enolate claisen rearrangement

✍ Scribed by Paul A. Bartlett; James F. Barstow


Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
207 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis


Ester-enolate Claisen rearrangement of 2-cycloalkenyl the biologically active RS,SR-diastereomers selectively.


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Aza-claisen rearrangement of amide enola
✍ Tetsuto Tsunoda; Osamu Sasaki; Shô Itô 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 236 KB

Aza-Claisen rearrangement of enolates of N-2-butenyl-N-butylpropanamides proceeded with high stereoselectivity (up to 99.5:0.5) to yield N-butyl-2,3-dimethyl-4-pentenamides (up to 94% yield). Claisen rearrangement of ester enolates initiated by Irelanda) has substantial synthetic value and widespre