Aldehyde allylation with allylboronates providing alpha-addition products.
Zn(OH)(2)-catalyzed allylation reactions of allylboronates with aldehydes proceeded smoothly in aqueous media; when alpha-substituted allylboronates were employed, the alpha-addition products were obtained exclusively, and syn-adducts were formed selectively in most cases; the use of Zn(OH)(2) with dmp (ligand) in aqueous media is the key to these reactions.
Kobayashi
Shū
S
Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan and Science Technology Agency, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. shu_kobayashi@chem.s.u-tokyo.ac.jp
Endo
Toshimitsu
T
Schneider
Uwe
U
Ueno
Masaharu
M
D000447:Aldehydes / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D003500:Cyclization; D006878:Hydroxides / Q000737:chemistry; D015394:Molecular Structure; D017967:Zinc Compounds / Q000737:chemistry
D000447:Aldehydes; D000498:Allyl Compounds; D001897:Boronic Acids; D006878:Hydroxides; D017967:Zinc Compounds; C052745:zinc hydroxide