Crystal or low molecular mass organogel based on sugar-derived chiral pyrano[2,3-b]naphtho[1 2-e]pyrans

被引：52

作者：

Ghosh, R ^{[1
]}

Chakraborty, A

Maiti, DK

Puranik, VG

机构：

[1] Univ Jadavpur, Dept Chem, Kolkata 700032, W Bengal, India

[2] Natl Chem Lab, Ctr Mat Characterizat, Pune 411008, Maharashtra, India

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 06期

关键词：

D O I：

10.1021/ol052963e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-C-Acetoxymethyl glycal derivatives reacted with beta-naphthol in the presence of InCl3 (30 mol %) to give chiral pyrano[2,3-b]naphtho[1,2-e]-pyrans in good to excellent yields via stereoselective Ferrier rearrangement-tandem cyclization. The major glucose-derived product exhibited crystal packing with C-(HO)-O-... and C-H-...pi (arene) interactions and the major galactose-derived product, a low molecular mass organogelator (LMOG), formed a rare type of micro tubular gel assembly in n-hexane.

引用

页码：1061 / 1064

页数：4

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