Asymmetric synthesis of quaternary tetrahydroisoquinoline-3-carboxylic acid derivatives
✍ Scribed by Valérie Alezra; Martine Bonin; Laurent Micouin; Henri-Philippe Husson
- Book ID
- 104230157
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 74 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A new route towards the asymmetric preparation of quaternary 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives has been developed. The key step involves an intramolecular Pictet-Spengler reaction of an oxazolidino ester.
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## Abstract For Abstract see ChemInform Abstract in Full Text.
A new and general synthetic methodology for the preparation of functionalized 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives by a cycloaddition strategy is described. The synthesis of various enyne building blocks 12, 13, 21, and 22 containing an α-amino acid moiety using Schiff base 8