101781-09-3Relevant articles and documents
Formation of α-dialkylamino alkyllithium intermediates in the reaction of N,N-dialkylamides with PhMe2SiLi followed by a second lithium reagent, and their alkylation, fragmentation, cyclisation and rearrangement by proton transfer
Fleming, Ian,Mack, Stephen R.,Clark, Barry P.
, p. 715 - 716 (1998)
Tertiary amides (RCONMe2) react with PhMe2SiLi, followed by a second lithium reagent NuLi, to give α-dialkylamino alkyllithium intermediates R(Me2N)CLiNu that undergo protonation 2 → 3, alkylation 2a → 3ab, β-elimination 5 → 6, intramolecular attack on an isolated double bond 9 → 10, intramolecular proton transfer 12, 17 and 22 (arrows), and fragmentation 28 and 34 (arrows), depending upon the structures of the various components R and Nu.
STUDIES ON ACETYLENIC COMPOUNDS. XXXIV. REARRANGEMENT OF
IWAI,HIRAOKA
, p. 1556 - 1563 (2007/10/05)
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