1039627-07-0Relevant academic research and scientific papers
A mechanistic alternative for the intramolecular hydroboration of homoallylic amine and phosphine borane complexes
Scheideman, Matthew,Shapland, Peter,Vedejs, Edwin
, p. 10502 - 10503 (2007/10/03)
Intramolecular hydroboration is demonstrated starting from homoallylic amine boranes upon activation by iodine. The process involves a B-iodoborane complex as the intermediate and may occur via internal displacement of iodide by the alkene to generate a cationic borane-alkene π-complex on the way to hydroboration products. The reaction can be carried out using a catalytic amount of iodine. Copyright
Aza-Wittig Rearrangements and Cyclizations by Transmetallation of N-Benzylaminomethylstannanes
Coldham, Iain
, p. 1275 - 1276 (2007/10/02)
Transmetallation of N-allyl-N-benzylaminomethylstannanes with butyllithium or methyllithium allows carbon-carbon bond formation by a -rearrangement.Substantial amounts of the protodestannylated product are also produced.Transmetallation of the corresponding α-methyl substituted allylic amine or homoallylic amine gives an overall rearrangement by cyclization onto the olefin followed by recapture of the new carbanion by tetramethyltin.
