(+/-)-cis-4-Trityloxy-2-cyclopentenol → (1r,3r)-1-Hydroxy-3-triphenylmethoxy-4-cyclopentene
反応式
[OH:1][C@@H:2]1[CH:6]=[CH:5][C@H:4]([O:7][C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1>CCOC(C)=O.CCCCCC>[OH:1][C@H:2]1[CH:6]=[CH:5][C@H:4]([O:7][C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:3]1参加物
3
実験手順
Compound 37 was subjected to general procedure J. TLC: Rf=0.36 (10% EtOAc/Hexane). 1H NMR (400 MHz, DMSO): δ2.00 (m, 1H), 2.15 (m, 1H), 4.95 (m, 1H), 5.40 (m, 1H), 5.95 (m, 1H), 6.05 (m, 1H), 7.30-7.60 (m, 15H), 8.20 (d, 2H), 8.40 (d, 2H). Subsequent subjection of the product to general procedure E gave compound 65. Yield=77% (2 steps). TLC: Rf=0.32 (25% EtOAc/Hexane). 1H NMR (400 MHz, DMSO): δ1.55 (m, 1H), 1.80 (m, 1H), 4.70 (m, 1H), 4.80 (m, 1H), 5.10 (m, 1H), 5.80 (m, 1H), 7.40 (m, 3H), 7.45 (m, 6H), 7.55 (m, 6H).