TY - JOUR
T1 - Absolute configuration of 2-hydroxy-2-(1-naphthyl)propionic acid as determined by the 1H NMR anisotropy method
AU - Ichikawa, Akio
AU - Hiradate, Shuntaro
AU - Sugio, Akinori
AU - Kuwahara, Shunsuke
AU - Watanabe, Masataka
AU - Harada, Nobuyuki
N1 - Funding Information:
The authors are grateful to Dr. K. Tanaka of the Fruit Tree Research Station for measurements of 400 MHz NMR spectra. This work was supported in part by grants from the Ministry of Education, Science, Sports and Culture, Japan (Scientific Research (A) No. 07408032, (B) No. 10554035, (B) No. 11480159, Priority Areas (A) No. 10146205, (B) No. 10208202, and International Joint No. 10045022 to N.H.; Exploratory Research No. 09874129 to M.W.) and the Ciba-Geigy Foundation (Japan) for the Promotion of Science (to N.H.).
PY - 1999/10/29
Y1 - 1999/10/29
N2 - Enantiopure 2-hydroxy-2-(1-naphthyl)propionic acid (+)-2 was prepared by the stereoselective Grignard reaction of 1-naphthylmagnesium bromide with (1R,3R,4S)-menthyl pyruvate 3 or (1R,3R,4S)-8-phenylmenthyl pyruvate 4, and the absolute configuration of acid (+)-2 was unambiguously determined to be S by the 1H NMR anisotropy method.
AB - Enantiopure 2-hydroxy-2-(1-naphthyl)propionic acid (+)-2 was prepared by the stereoselective Grignard reaction of 1-naphthylmagnesium bromide with (1R,3R,4S)-menthyl pyruvate 3 or (1R,3R,4S)-8-phenylmenthyl pyruvate 4, and the absolute configuration of acid (+)-2 was unambiguously determined to be S by the 1H NMR anisotropy method.
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U2 - 10.1016/S0957-4166(99)00451-6
DO - 10.1016/S0957-4166(99)00451-6
M3 - Article
AN - SCOPUS:0033407477
SN - 0957-4166
VL - 10
SP - 4075
EP - 4078
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 21
ER -