93965-54-9Relevant academic research and scientific papers
Direct Preparation of Allylic Zirconium Reagents from Zirconocene-Olefin Complexes and Alkenes
Fujita, Kazuya,Yorimitsu, Hideki,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 3302 - 3307 (2007/10/03)
A novel method for preparation of allylic zirconium reagents directly from 1-alkenes via zirconoceneolefin complex has been developed. Selective transfer of the hydride of zirconocene allyl hydride complex, a tautomer of zirconocene-olefin complex, to diisopropyl ketone generates the corresponding zirconocene alkoxide allyl. The allylic zirconium reagents formed effects stereoselective allylation of aldehyde at 25 °C and -78 °C to provide syn- and anti-homoallyl alcohols, respectively. The anti-isomer is formed via a six-membered chair transition state under kinetic control. The syn-selectivity can be rationalized by considering isomerization of the anti-adduct by a retroallylation process.
Homoallylamines from Aldimines and Allylstannanes
Keck, Gary E.,Enholm, Eric J.
, p. 146 - 147 (2007/10/02)
Allyltri-n-butylstannane adds to aldimines in the presence of Lewis acids to give homoallylamines; for the analogous additions of crotyltri-n-butylstannane, bond construction selectivity is a sensitive function of the thermal history of the aldimine-Lewis
