Tetrahedron p. 3893 - 3896 (1999)
Update date:2022-08-11
Topics:
Shan, Zixing
Xiong, Ying
Zhao, Dejie
1,1'-Bi-2-naphtholborane generated from racemic 1,1'-bi-2-naphthol and borane dimethyl sulfide complex reacted with (S)-proline in tetrahydrofuran to form a spirocyclic 1,1'-bi-2-naphtholboric proline anhydride. Its two diastereoisomers could be separated efficiently under the experimental conditions, from which enantiomerically pure (R)-(+)- and (S)-(-)-1,1'-bi-2-naphthol were obtained in ca. 80 percent overall yield, respectively. - Keywords: resolution; 1,1'-bi-2-naphthol; (S)-proline; cyclic borate ester.
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