ISSN:
0170-2041
Keywords:
Oxime ethers
;
Iodomethylene oxime ethers
;
1-Azabutadiene
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Regiocontrolled deprotonation (e. g. lithiation) of acetone O-methyloxime (1), 5,6-dihydro-3-methyl-4H-1,2-oxazine (9a) and 4,5-dihydro-3-methylisoxazole (9b) is achieved within 1 minute at -65°C in hexane/THF. The lithiated compounds react very fast at low temperature (-65°C) with diidomethane to give mainly the corresponding α-iodomethylene oxime ethers 6 and 11a, b. A radical mechanism of this reaction is discussed.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199119910166
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