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期刊论文
Synthesis of Chiral 2, 5-Bis (oxazolinyl) thiophenes and Their Application as Chiral Shift Reagents for 1, 1'2 Bi-2-naphthol
CHINESE JOURNAL OF CHEMISTRY 2002, 20, 85-89，-0001，（）：
A series of C2-symmetrical chiral 2, 5-bis (4'2 alkyloxazolin-2-yl) thiophenes (thiobox) have been synthesized from thio-phene-2, 5-dicarboxylic acid by sequential amidation with a chiral ethanolamine, conversion of hydroxyl to chloro group, and base-promoted oxazoline ring formation. As demonstrated by (-)-2, 5-bis [4'2 (S)-isopropyloxazolin-2'-yl] thiophene, these thiobox systems exhibited remarkable chirality recogni-tion of 1, 1'-bi-2-naphthol giving rise to pronounced shifts in the 1 H NMR signals of the latter axial chiral compound at the positions of C-3, C-4, C-5, and C28.
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