Journal article
Highly functionalized cyclic and bicyclic β−amino acids from sugar β−nitroesters
- Abstract:
- The synthesis of highly functionalized bicyclic and cyclic β-amino acids from β-nitrosugars is reported. Specifically, our strategy for the synthesis of polyhydroxylated cyclopentane β-amino acids via the intramolecular C-alkylation of 6-nitro-2-O-triflates of furanosides has been applied to the preparation of the first two examples of a novel class of bicyclic β-amino acids and a novel cyclopentene β-amino acid. Also, our Henry reaction mediated strategy for the synthesis of polyhydroxylated cyclohexane β-amino acids has been extended to a divergent, stereoselective synthesis of new polysubstituted cyclohexane and cyclopentane β-amino acids.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
Actions
Access Document
- Files:
-
-
(Preview, Accepted manuscript, pdf, 1.8MB, Terms of use)
-
- Publisher copy:
- 10.1016/j.tet.2019.130837
Authors
- Publisher:
- Elsevier
- Journal:
- Tetrahedron More from this journal
- Volume:
- 76
- Issue:
- 3
- Article number:
- 130837
- Publication date:
- 2019-11-28
- Acceptance date:
- 2019-11-26
- DOI:
- EISSN:
-
1464-5416
- ISSN:
-
0040-4020
- Language:
-
English
- Keywords:
- Pubs id:
-
pubs:1079754
- UUID:
-
uuid:fdb52de6-b09d-4afa-964f-48c277e7bab6
- Local pid:
-
pubs:1079754
- Source identifiers:
-
1079754
- Deposit date:
-
2019-12-26
Terms of use
- Copyright holder:
- Elsevier Ltd
- Copyright date:
- 2019
- Rights statement:
- © 2019 Elsevier Ltd. All rights reserved.
- Notes:
- This is the accepted manuscript version of the article. The final version is available online from Elsevier at: https://doi.org/10.1016/j.tet.2019.130837
If you are the owner of this record, you can report an update to it here: Report update to this record