
TY  - JOUR
A1  - Baxter, GJ 
A1  - Brown, RFC 
A1  - Eastwood, FW 
A1  - Gatehouse, BM 
A1  - Nesbit, MC 
T1  - Methyleneketenes and methylenecarbenes. XIII. Cycloaddition of ketenes and of a 1-pyrroline 1-oxide to isopropylideneketene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1978
VL  - 31
IS  - 8
SP  - 1757
EP  - 1767
KW  - 
UR  - https://doi.org/10.1071/CH9781757 
N2  - Isopropylideneketene (3-methylbuta-1,2-dien-1-one), Me2C=C=C=O, reacts with ketene and substituted ketenes to give oxetanones or cyclobutane-1,3-diones formed by [2+2] cycloadditions involving the central C=C bond of the methyleneketene. By contrast Me2C=C=C=O reacts with 5,5- dimethylpyrroline 1-oxide to give a spirooxazolidinone (13) and an oxetanone (17), both of which appear to be formed by initial cycloaddition of the pyrroline 1-oxide to the terminal C=C bond of the methyleneketene and formation of an intermediate bicyclic ketene (15). The structure of the oxetanone (17) has been confirmed and its stereochemistry established by X-ray crystallography. 
ER  -

