88381-96-8Relevant articles and documents
Stereoselective synthesis of pyrrolidines and pyrrolizidines by intramolecular carbolithiation
Coldham,Hufton,Price,Rathmell,Snowden,Vennall
, p. 1523 - 1531 (2007/10/03)
Methods for the preparation of substituted homoallylic amines and their conversion to pyrrolidines or pyrrolizidines are described. N-Alkylation of a variety of homoallylic secondary amines with (tributylstannyl)methyl methanesulfonate and subsequent tinlithium exchange, generates organolithium species that undergo intramolecular carbolithiation (anionic cyclization). High stereoselectivities in the cyclization, particularly for the formation of 2,4-disubstituted pyrrolidines, are obtained.
Stereoselective anionic cyclizations to pyrroldines
Coldham, Iain,Hufton, Richard,Rathmell, Richard E.
, p. 7617 - 7620 (2007/10/03)
Cyclization of α-amino-organolithiums onto unactivated alkenes results in the formation of 2,4-disubstituted pyrrolidines with high selectivities in favour of the cis isomers. The use of the α-methylbenzyl chiral auxiliary on the nitrogen atom gives rise
Addition of Allylboronates to Schiff Bases and to Oximes
Hoffmann, Reinhard W.,Eichler, Guenter,Endesfelder, Andreas
, p. 2000 - 2007 (2007/10/02)
Clean addition of allylboronates of Type 3 to Schiff bases 2 leads to the secondary homoallylamines 4.Analogous addition to the oximes 9 results in the formation of the hydroxylamines 13.The latter allow the generation of the primary homoallylamines 14.
