Remote stereocontrol in reactions between 4-and 5-alkoxyalk-2-enylstannanes and 1-alkoxycarbonylimines and analogues: stereoselective approaches to novel α- …
DJ Hallett, N Tanikkul, EJ Thomas
文献索引:Hallett, David J.; Tanikkul, Nongluk; Thomas, Eric J. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 30 p. 6130 - 6158
Reactions of the allyltin trichloride 45 generated from (4S)-4-benzyloxypent-2-enyl (tributyl) stannane 1 with imines prepared from glyoxylates proceed with useful levels of 1, 5- stereocontrol in favour of (4E)-2, 6-anti-2-(alkylamino)-6-benzyloxyhept-4-enoates 49. This stereoselectivity, controlled by the chirality of the stannane, dominates over any intrinsic stereochemical bias of the imine although a small amount of matching and mis-matching ...