Asymmetric Rh-catalyzed intermolecular hydroacylation of 1,5-hexadiene with salicylaldehyde.
Asymmetric intermolecular hydroacylation between salicylaldehyde (1) and 1,5-hexadiene (2) using a combination of [RhCl(C(8)H(14))(2)](2) (0.10 eq), (S)-BINAP (0.10 eq), and ZnBr(2) (0.20 eq) afforded an enantiomerically enriched hydroacylated product iso-3 of 84% ee, along with an achiral product normal-3.
Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
Yasuhiro
Y
Inui
Masakazu
M
Tanaka
Masanori
M
Imai
Keitaro
K
Tanaka
Hiroshi
H
Suemune
D000447:Aldehydes / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry; D002384:Catalysis; D009281:Naphthalenes / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D017967:Zinc Compounds / Q000737:chemistry
D000447:Aldehydes; D000466:Alkadienes; C406943:BINAP, 2-naphthol; D001965:Bromides; D009281:Naphthalenes; D009942:Organometallic Compounds; D017967:Zinc Compounds; C013243:salicylaldehyde; C545783:1,5-hexadiene; D012238:Rhodium; C093802:zinc bromide