2024-03-29T10:13:20Z
https://soar-ir.repo.nii.ac.jp/oai
oai:soar-ir.repo.nii.ac.jp:00017862
2022-12-14T04:12:29Z
1162:1163
Diastereoselective imino-pinacol coupling of chiral imines promoted by Mg(0) and a Grignard reagent
Kitajima, Kai
Nagatomo, Ryota
Fujimoto, Tetsuya
© 2015. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
Imino-pinacol coupling
Chiral 1,2-diamine
Grignard reagent
Magnesium
The reaction of chiral imines, derived from aromatic aldehydes and (S)-valinol, with a Grignard reagent in the presence of Mg(0) afforded imino-pinacol coupling products instead of alkylated amines, with a high level of diastereoselectivity. The chiral auxiliary in the product was successfully removed via dehydration followed by hydrolysis, and the corresponding (R,R)-ethylenediamine derivative was obtained as the N-Boc protected form. (C) 2014 Elsevier Ltd. All rights reserved.
Article
TETRAHEDRON. 71(6):977-981 (2015)
PERGAMON-ELSEVIER SCIENCE LTD
2015-02-11
eng
journal article
AM
http://hdl.handle.net/10091/00018631
https://soar-ir.repo.nii.ac.jp/records/17862
https://doi.org/10.1016/j.tet.2014.12.034
10.1016/j.tet.2014.12.034
0040-4020
AA00861787
TETRAHEDRON
71
6
977
981
https://soar-ir.repo.nii.ac.jp/record/17862/files/Diastereoselective_imino-pinacol_coupling_chiral_imines.pdf
application/pdf
2.6 MB
2017-02-11