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Diastereoselective Fluorination of Silylated 1,2-Oxazines to Access Fluorinated N,O-Heterocycles

Y.-h. Lam, M. N. Hopkinson, S. J. Stanway, V. Gouverneur* – 2007

The electrophilic fluorination of silylated N,O-heterocycles, prepared from a nitroso-Diels-Alder reaction of silylated dienes, afforded fluorinated 1,2-oxazines with the fluorine substituent on a stereogenic centre in moderate to high diastereoselectivities. The sense and level of diastereocontrol were found to be dependent of the substitution pattern of the heterocycle.

Title
1. Diastereoselective Fluorination of Silylated 1,2-Oxazines to Access Fluorinated N,O-Heterocycles
Author
Y.-h. Lam, M. N. Hopkinson, S. J. Stanway, V. Gouverneur*
Publisher
Synlett
Date
2007
Identifier
DOI: 10.1055/s-2007-992361
Source(s)
Citation
Synlett 2007, 3022-3026