1999 rearrangements

rearrangementsO 0140

14 - 048Enantioselective [2,3]-Wittig Rearrangement via Sparteine-MediatedLateral Metalation of N,N-Dialkyl-o-allyloxymethylbenzamides ando-Substituted Benzyl Prenyl Ethers. — The investigation of the titlereaction shows, that the presence of the ortho-N,N-diethylcarbamoyl groupin (I) is crucial for the transfer of stereoinformation. Similar reactions ofbenzyl allyl ethers with other functional groups at the ortho-position show poorenantioselectivity. — (KAWASAKI, TAKESHI; KIMACHI, TETSUTARO;Synlett (1998) 12, 1429-1431; Grad. Sch. Pharm. Sci., Kyoto Univ., Sakyo,Kyoto 606, Japan; EN)

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