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Beilstein J. Org. Chem. 2016, 12, 139–143, doi:10.3762/bjoc.12.15
Graphical Abstract
Scheme 1: Overall strategy.
Scheme 2: Boc-protected aminoalcohols used as inputs in a diastereoselective Ugi reaction.
Beilstein J. Org. Chem. 2011, 7, 976–979, doi:10.3762/bjoc.7.109
Scheme 1: a) TBAD [(t-BuO2C−N=)2], PPh3, THF, −15 °C → rt, 49% (3a), 62% (3b); b) LiAlH4, Et2O–THF, 0 °C, 90%...
Figure 1: Model of the expected preferred conformation of imine 5a, as minimized using CSC Chem3D (MOPAC-PM3)....
Scheme 2: Possible explanation of diastereoselectivity in Ugi reactions of imines 5.