Acetone → (3RS,4RS)-4-(4-t-butyldimethylsilyloxyphenyl)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methylthiochroman

Reaction equation

ClCCl.[Si:4]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2(O)[C:27]3[C:22](=[CH:23][C:24]([O:28][CH2:29][O:30][CH3:31])=[CH:25][CH:26]=3)[S:21][CH2:20][C:19]2([C:33]2[CH:38]=[CH:37][C:36]([O:39][CH2:40][O:41][CH3:42])=[CH:35][CH:34]=2)[CH3:32])=[CH:14][CH:13]=1)([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5].C([BH3-])#N.[Na+].CC(C)=O>[I-].[Zn+2].[I-].O>[Si:4]([O:11][C:12]1[CH:13]=[CH:14][C:15]([CH:18]2[C:27]3[C:22](=[CH:23][C:24]([O:28][CH2:29][O:30][CH3:31])=[CH:25][CH:26]=3)[S:21][CH2:20][C:19]2([C:33]2[CH:38]=[CH:37][C:36]([O:39][CH2:40][O:41][CH3:42])=[CH:35][CH:34]=2)[CH3:32])=[CH:16][CH:17]=1)([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:5])[CH3:6]