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篇目详细内容 |
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【篇名】 |
Synthesis and applications of 3,4-dihydroxy-2,5-bis-(2'-(4'-substituted-oxazolinyl)) furan |
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【刊名】 |
Frontiers of Chemistry in China |
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【刊名缩写】 |
Front. Chem. China |
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【ISSN】 |
1673-3495 |
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【EISSN】 |
1673-3614 |
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【DOI】 |
10.1007/s11458-006-0035-8 |
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【出版社】 |
Higher Education Press and Springer-Verlag |
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【出版年】 |
2006 |
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【卷期】 |
1
卷3期 |
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【页码】 |
292-295
页,共
4
页 |
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【作者】 |
Li Weijie;
Xu Zunle;
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【关键词】 |
3;4-dihydroxy-2;5-bis(2'-(4'-substituted-oxazolinyl)) furan; bis (oxazoline); chiral reagent; asymmetric reduction; synthesis |
【摘要】 |
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Three 3,4-dihydroxy-2,5-bis-(2'-(4'- substituted-oxazolinyl)) furans were synthesized at 90%?94% yields from reaction of 3,4-dihydroxyfuran-2,5-dicar-boxylic acid or its dimethyl ester with chiral β-amino alcohol via a one-step process. Their chemical structures were determined by 1H NMR, IR, MS, and elemental analysis. With these chiral bisoxazoline ligands, the asymmetric reductive reaction of β-acetonaphthalene with KBH4 or NaBH4 was preliminarily studied. The enantiomeric excess of the reduction product was up to 83.2% with cyclohexane as the solvent, the molar ratio of ligand: reductive agent: β- acetonaphthalene is 0.04:1.6:1, and 72-hours reaction time at 0℃. Furan-containing bisoxazoline with 4-benzyl on oxazoline rings exhibited higher enatioselectivity than congeneric bisoxazolines with 4-ethyl on oxazoline rings. |
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