Oxidatively generated electrophiles as initiators of epoxide cascade cyclization processes

Oxidatively generated electrophiles as initiators of epoxide cascade cyclization processes
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DOI:
10.1016/j.tetasy.2005.08.055
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发表时间:
2005-10-31
影响因子:
--
通讯作者:
Floreancig, PE
Floreancig, PE
中科院分区:
其他
文献类型:
--
作者:
Kumar, VS;Wan, SY;Floreancig, PE

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氧化生成的氧碳正离子是聚环氧基级联环化反应生成聚醚化合物的有效促进剂。反应条件是中性的,确保了背景酸介导的过程不起作用,并且其他酸敏感官能团,如缩醛,可以结合到环化底物中。虽然5-exo途径比6-endo途径更常见,但已采用合理的设计来获得四氢吡喃醚。(C)2005爱思唯尔有限公司。保留所有权利。
Oxidatively generated oxocarbenium ions are shown to be effective promoters of polyepoxide cascade cyclization reactions to form polyether compounds. The reaction conditions are neutral, ensuring that background acid-mediated processes are not operative and that other acid-sensitive functional groups, such as acetals, can be incorporated into cyclization substrates. While 5-exo pathways are more common that 6-endo pathways, a rational design has been employed to access tetrahydropyranyl ethers. (c) 2005 Elsevier Ltd. All rights reserved.