Asymmetric epoxidation of alpha-olefins having neighboring sugar chiral templates and alternating copolymerization with dicarboxylic anhydrides.

阅读量:

29

作者:

A TakasuT BandoY MorimotoY ShibataT Hirabayashi

展开

摘要:

Sugar-substituted epoxides 58 were synthesized by asymmetric epoxidation (in CH2Cl2/water) of α-olefins having neighboring sugars (14) by use of an achiral oxidant (MCPBA), in which the sugar moiety acted as a chiral template. The diastereoselectivities depend on the methylene spacer between vinyl group and carbohydrate derivatives. The methylene spacer between sugar and vinyl groups influenced the diastereoselectvity. In the case of epoxidation of 4 at 27 °C for 24 h, the diastereoselectivity was the highest (99/1). Copolymerizations of 58 with succinic anhydride were attained at 100 °C for 72 h to give poly(ethylene succinate) having pendant carbohydrate [poly(SAn-alt-5), Mn = 1.4 × 103; poly(SAn-alt-6), Mn = 2.2 × 103; poly(SAn-alt-7), Mn = 2.9 × 103; poly(SAn-alt-8), Mn = 1.8 × 103]. The methylene spacer between sugar and epoxide has an effect on the reactivity of epoxide in copolymerization as well as the diastereoselectivity. Alternating copolymerization of 7 and glutaric anhydride gave a polyest...

展开

DOI:

10.1021/bm0491826

被引量:

19

年份:

2005

通过文献互助平台发起求助,成功后即可免费获取论文全文。

相似文献

参考文献

引证文献

来源期刊

引用走势

2013
被引量:10

辅助模式

0

引用

文献可以批量引用啦~
欢迎点我试用!

关于我们

百度学术集成海量学术资源,融合人工智能、深度学习、大数据分析等技术,为科研工作者提供全面快捷的学术服务。在这里我们保持学习的态度,不忘初心,砥砺前行。
了解更多>>

友情链接

百度云百度翻译

联系我们

合作与服务

期刊合作 图书馆合作 下载产品手册

©2025 Baidu 百度学术声明 使用百度前必读

引用