ISSN:
0170-2041
Keywords:
Oxime ethers
;
Coupling, oxidative
;
4H-1,2-Oxazines
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Lithiation of 5,6-dihydro-3-methyl-4H-1,2-oxazine (4) in an unpolar solvent system (hexane/THF) at -65°C followed by reaction with Cl2,Br2, or I2 affords cleanly and stereoselectively 6 (RS,RS) of which an X-ray structure analysis is described. In contrast, attempts to couple the halogenated 1,2-oxazine derivative 5c have given, under various reaction conditions, equal amouts of 6 and 8 (meso). A mechanism of this reaction is discussed.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1991199101146
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