1-(Cyclohex-1-en-1-yl)-3-methoxybenzene → (R,R)-1-(3-Methoxy-phenyl)-7-oxa-bicyclo[4.1.0]heptane

HRID 1837181Notes

Reaction equation

HRID 1837181 reaction equation
C1(C2C=CC=C(OC)C=2)CCCCC=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([C@:23]23[O:29][C@H:28]2[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:20]=[CH:21][CH:22]=1>>[CH3:15][O:16][C:17]1[CH:18]=[C:19]([C@@:23]23[O:29][C@@H:28]2[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 2658181-(Cyclohex-1-en-1-yl)-3-methoxybenzeneHCID 23519630(S,S)-1-(3-Methoxy-phenyl)-7-oxa-bicyclo[4.1.0]heptane

Product 1

HCID 59097191(R,R)-1-(3-Methoxy-phenyl)-7-oxa-bicyclo[4.1.0]heptane

Procedure

Prepared in a similar manner from 1-Cyclohex-1-enyl-3-methoxy-benzene as described for (S,S)-1-(3-Methoxy-phenyl)-7-oxa-bicyclo[4.1.0]heptane above using (S,S)—Mn(salen) as catalyst. The enantiomeric excess was 92.36%.

Sources & evidence

ORD record
ord-b717e4b13e854ead9350b79f593befd9
Source dataset
uspto-grants-2004_08
Patent number
US06780891B2

Reaction notes

Loading…