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Claisen amino rearrangement as a method for synthesis of C-cycloalkenylanilines
โ Scribed by I. B. Abdrakhmanov; V. M. Sharafutdinov; G. A. Tolstikov
- Book ID
- 112443984
- Publisher
- Springer
- Year
- 1982
- Tongue
- English
- Weight
- 216 KB
- Volume
- 31
- Category
- Article
- ISSN
- 1573-9171
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๐ SIMILAR VOLUMES
Asymmetric Ester Enolate Claisen Rearrangement as a Suitable Method for the Synthesis of Sterically Highly Demanding Amino Acids. -The highly diastereo-and enantioselective synthesis of otherwise difficult to obtain ฮณ,ฮด-unsaturated amino acids containing ฮฒ-quaternary carbon centers (cf. (III), (V);
The Claisen rearrangement of N-BOC-glycinate esters 1a-1d led to the formation of a-allylsilane-functionalized amino acids 2-3 in good yield (up to 80%). The diastereoselectivity of the reaction varied from 2:1 to 29:1 (syn:anti ) for 1a depending on reaction conditions. In the case of the Ireland-C