| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5214139 | Tetrahedron | 2015 | 15 Pages |
Abstract
We have presented full details of our work on alkylboranes, which we have introduced as new reagents for copper-catalyzed SN2â²-type enantioselective allylic substitutions. The copper catalysis delivered enantioenriched chiral products containing tertiary or quaternary carbon stereogenic centers branched with functionalized sp3-alkyl groups. The wide availability of alkylboranes via the established alkene hydroboration reaction is an attractive feature of these transformations. Various functional groups are tolerated in the substrates. A reaction pathway involving addition-elimination of a neutral alkylcopper(I) species with the allyl chloride substrate is proposed.
Graphical abstractDownload high-res image (123KB)Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kentaro Hojoh, Yoshinori Shido, Kazunori Nagao, Seiji Mori, Hirohisa Ohmiya, Masaya Sawamura,