Journal article
ASYMMETRIC-SYNTHESIS OF BETA-AMINO-ALPHA-HYDROXY ACIDS VIA DIASTEREOSELECTIVE HYDROXYLATION OF HOMOCHIRAL BETA-AMINO ENOLATES
- Abstract:
-
The highly diastereoselective conjugate addition of lithium N-benzyl-N-α-methylbenzylamide with enoate acceptors, and the electrophilic hydroxylation of the resultant β-amino enolates with (camphorsulfonyl)oxaziridine, is identified as a direct and general strategy for the asymmetric synthesis of homochiral β-amino-α-hydroxy acids and their derivatives. A structurally diverse array of β-amino enolate substrates can be hydroxylated with generally excellent anti diastereoselectivity (>90% d....
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- Publication status:
- Published
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- Publisher copy:
- 10.1039/p19940002373
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Bibliographic Details
- Journal:
- JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
- Issue:
- 17
- Pages:
- 2373-2384
- Publication date:
- 1994-09-07
- DOI:
- EISSN:
-
1364-5463
- ISSN:
-
0300-922X
- Source identifiers:
-
110862
Item Description
- Pubs id:
-
pubs:110862
- UUID:
-
uuid:8871a71a-4615-4587-a87f-ae2555b0b330
- Local pid:
- pubs:110862
- Deposit date:
- 2012-12-19
Terms of use
- Copyright date:
- 1994
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