Intramolecular nitrile oxide cycloaddition reactions on (Z)- and (E)-chiral allyl ethers occur with poor to good stereoselectivity (diastereoisomeric ratios up to 86: 14), which depends on the double bond configuration as well as on steric and stereoelectronic effects.
STEREOSELECTIVE INTRAMOLECULAR NITRILE OXIDE CYCLOADDITION TO CHIRAL ALLYL ETHERS / R. ANNUNZIATA, M. CINQUINI, F. COZZI, L. RAIMONDI. - In: JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS. - ISSN 0022-4936. - :8(1987), pp. 529-530.
STEREOSELECTIVE INTRAMOLECULAR NITRILE OXIDE CYCLOADDITION TO CHIRAL ALLYL ETHERS
R. ANNUNZIATAPrimo
;M. CINQUINISecondo
;F. COZZIPenultimo
;L. RAIMONDIUltimo
1987
Abstract
Intramolecular nitrile oxide cycloaddition reactions on (Z)- and (E)-chiral allyl ethers occur with poor to good stereoselectivity (diastereoisomeric ratios up to 86: 14), which depends on the double bond configuration as well as on steric and stereoelectronic effects.
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