bei der trocknen Destillation; isolariciresinol;

alkaline solution dextrorotatory substance;

1: alkaline solution 2: alcoholic hydrochloric acid View Scheme

Multi-step reaction with 4 steps 1: 1.) lithium hexamethyldisilylamide (LHDS) / 1.) benzene, 2.) benzene, 0 deg C, 5 min2: 78 percent / 60percent aq. perchloric acid / acetic acid; CH2Cl2 / 4.5 h / Ambient temperature3: 80 percent / LiAlH4 / tetrahydrofuran / 1 h / Ambient temperature4: 81 percent / H2 / Pd/C / ethyl acetate / 18 h / 2280 Torr / Ambient temperature  

Multi-step reaction with 5 steps 1: 90 percent / KI, K2CO3 / acetone / 16 h / Heating2: 1.) lithium hexamethyldisilylamide (LHDS) / 1.) benzene, 2.) benzene, 0 deg C, 5 min3: 78 percent / 60percent aq. perchloric acid / acetic acid; CH2Cl2 / 4.5 h / Ambient temperature4: 80 percent / LiAlH4 / tetrahydrofuran / 1 h / Ambient temperature5: 81 percent / H2 / Pd/C / ethyl acetate / 18 h / 2280 Torr / Ambient temperature