Enantiopure 2-Substituted Glyceraldehyde Derivatives by Aza-Claisen Rearrangement or C-Alkylation of Enamines.
作者
Bridgwood, Katy L.;Tzschucke, C. Christoph;O'Brien, Matthew;Wittrock, Sven;Goodman, Jonathan M.;Davies, John E.;Logan, Angus W. J.;Huttl, Matthias R. M.;Ley, Steven V.;
[摘要]:2-Alkyl derivs. of butane-2,3-diacetal-protected glyceraldehyde I (R1 = Me, NCCH2, HCYCCH2, H2C:CHCH2, EtO2CCH2, PhCH2, etc.) were stereoselectively prepd. by aza-Claisen rearrangement of N-allyl-enammonium ions or C-alkylation of enamines II [R2 = i-Pr; R22 = (CH2)5]. This allows rapid and convenient access to densely functionalized chiral building blocks.