97351-01-4Relevant academic research and scientific papers
Regiospecific and Diastereoselective Crotylation of Aldimines with Crotylfluorosilanes Activated by Fluoride Ions
Kira, Mitsuo,Hino, Takakazu,Sakurai, Hideki
, p. 277 - 280 (2007/10/02)
Aliphatic and aromatic aldimines are crotylated in a regiospecific and diastereoselective manner by the reaction with (E)- and (Z)-crotyltrifluorosilanes in the presence of cesium fluoride to give homoallylamines in high yields.
Diastereofacial Selectivity in the Reaction of Allylic Organometallic Compounds with Imines. Stereoelectronic Effect of Imine Group
Yamamoto, Yoshinori,Komatsu, Toshiaki,Maruyama, Kazuhiro
, p. 3115 - 3121 (2007/10/02)
The diastereofacial selectivity in the reaction of crotyl organometallic compounds (4) (M = Li+, Mg, B, and Sn) with imines (3) is investigated.The reaction of ordinary imines produces the erythro isomer (5) predominantly regardless of the metal (M).With increase of the steric bulk of the R group or with aryl substituent in the R' group, the threo isomer (6) predominates in the reaction of crotyl-9-BBN.The ratio of erythro (11)/threo (12) in the reaction of pent-3-en-2-yl-9-BBN (9) is higher then the ratio of erythro (5)/threo (6) in the reaction of crotyl-9-BBN itself.On the basis of these observations, the transition-state geometry is discussed.
The threo-Selective Reaction of Allenic Organometallic Compounds with Imines
Yamamoto, Yoshinori,Ito, Wataru,Maruyama, Kazuhiro
, p. 1004 - 1005 (2007/10/02)
The reaction between the imines (2) and the allenic organometallic compounds (3) gives the threo adducts (4) with very high stereoselectivity, while the reaction with 9-but-2-enyl-9-borabicyclononane gives the analogous erythro allylamines stereoselectively.
