Tetrabutylammonium Fluoride → HCID 131718005, compound
Reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[O:19]([CH:27]([C:54]([F:59])([F:58])[CH2:55][CH2:56][CH3:57])[CH2:28][CH2:29][CH2:30][C@H:31]1[C@H:35]([OH:36])[CH2:34][C@H:33]([O:37][CH:38]2[CH2:43][CH2:42][CH2:41][CH2:40][O:39]2)[C@@H:32]1[CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][C:50]([O:52][CH3:53])=[O:51])[Si](C(C)(C)C)(C)C>C1COCC1>[OH:19][CH:27]([C:54]([F:59])([F:58])[CH2:55][CH2:56][CH3:57])[CH2:28][CH2:29][CH2:30][C@H:31]1[C@H:35]([OH:36])[CH2:34][C@H:33]([O:37][CH:38]2[CH2:43][CH2:42][CH2:41][CH2:40][O:39]2)[C@@H:32]1[CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][C:50]([O:52][CH3:53])=[O:51]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Tetrabutylammonium fluoride (1.0M in THF, 3.95 ml) was added to a solution of the monoalcohol (40) (0.479 g) in THF and the mixture was stirred overnight at room temperature. The crude product obtained after the usual work-up was subjected to silicagel column chromatography to give the diol (41).