Optically pure fullerodendron formed by diastereoselective Diels-Alder reaction

被引：3
作者：
Takahashi, Nobuhiro [1 ]
Tajima, Tomoyuki [1 ]
Tsugawa, Naoki [1 ]
Takaguchi, Yutaka [1 ]
机构：
[1] Okayama Univ, Grad Sch Environm Sci, Kita Ku, Okayama 7008530, Japan
来源：
TETRAHEDRON | 2010年 / 66卷 / 39期
关键词：
Fullerene; Fullerodendron; Diastereoselectivity; Enantiomer; Gluconamide; DENDRITIC POLY(AMIDOAMINE); FULLERENE DERIVATIVES; AQUEOUS-MEDIA; C-60; ANTHRACENE; CYCLOADDITIONS; ADDUCTS; FUNCTIONALIZATION; FABRICATION; CHEMISTRY;
D O I：
10.1016/j.tet.2010.07.061
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Diels-Alder reaction between C(60) and anthryl glycodendron, which has D- or L-gluconamides at the terminals, gave a new fullerene glycodendron conjugate. Interestingly, the diastereoselective cycloaddition reaction proceeded upon the treatment of C60 with the anthryl dendron 3. Furthermore, optical pure fullerodendrons (-)-4L and (+)-4D, which were confirmed by (1)H and (13)C NMR spectroscopy, FT-IR, MALDI-TOF mass spectroscopic analysis, were isolated from the mixture of diastereomers. And their absolute configurations were predicted by the use of CD spectra. (C) 2010 Elsevier Ltd. All rights reserved.
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收藏
页码：7787 / 7793
页数：7
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