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Synthesis of orthogonally protected lanthionines: a reassessment of the use of alanyl β-cation equivalents
✍ Scribed by M.Firouz Mohd Mustapa; Richard Harris; Jessica Mould; Nathan A.L. Chubb; Darren Schultz; Paul C. Driscoll; Alethea B. Tabor
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 118 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Whilst developing a strategy for the solid-phase synthesis of lanthionine-containing peptides, we became aware of some problems with a previously published route for the synthesis of orthogonally-protected lanthionine. We report a structural reassignment of the key iodoalanine intermediate and resulting lanthionine derivatives.
📜 SIMILAR VOLUMES
The first synthesis of N-Boc-protected tropanes by a [4+3] cycloaddition reaction is described. The Boc group has been cleanly removed demonstrating that this group would be very useful for the synthesis of 'tropane-like' scaffolds for combinatorial chemistry.