Chemistry Letters p. 537 - 538 (1996)
Update date:2022-08-05
Topics:
Yamashita, Hiroshi
Amano, Koji
Shimada, Satoru
Narasaka, Koichi
A terphenylboronic acid 1 and its silylated derivative 2 are prepared from (2-nitrophenyl)acetic acid for the purpose of controlling stereochemistry of synthetic organic reactions. These boronic acids are found to recognize α and β-anomers of 2-deoxyribofuranosides. That is, when these boron compounds are added to a 1 : 1 mixture of α and β-t-butyl 5-O-benzyl-2-deoxy-D-ribofuranosides, the boronic acids 1 and 2 form the corresponding boronates preferentially with the β-anomer.
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Doi:10.1002/jhet.5570330341
(1996)Doi:10.1016/0277-5387(96)00105-2
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(1997)