Autor: |
Davies SG; The Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, UK OX1 3QY. steve.davies@chemistry.ox.ac.uk, Garner AC, Nicholson RL, Osborne J, Savory ED, Smith AD |
Jazyk: |
angličtina |
Zdroj: |
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2003 Sep 07 (17), pp. 2134-5. |
DOI: |
10.1039/b306323m |
Abstrakt: |
Asymmetric [3,3]-sigmatropic aza-Claisen rearrangement of the (Z)-N-allyl-N,O-silylketene aminal of (3S,4E,alphaR)-1-benzyloxy-3-(N-propionyl-N-alpha-methylbenzylamino)hex-4-ene furnishes (2S,3R,4E,alphaR)-N-alpha-methylbenzyl-2,3-dimethyl-7-benzyloxyhept-4-enamide in > 92% d.e.; rearrangement of the diastereomeric (3R,4E,alphaR)-(Z)-N,O-silylketene aminal proceeds with low diastereoselectivity. |
Databáze: |
MEDLINE |
Externí odkaz: |
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