Water overcomes methyl group directing effects in epoxide-opening cascades.

نویسندگان

  • Christopher J Morten
  • Timothy F Jamison
چکیده

Water is an effective promoter of the endo-selective opening of trisubstituted epoxides, enabling related cascades leading to a variety of substituted ladder polyether structures. When used in conjunction with a tetrahydropyran-templated nucleophile, water can overcome the powerful electronic directing effect of a methyl substituent at either site of the epoxide, making water a uniquely versatile medium and promoter of epoxide opening.

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عنوان ژورنال:
  • Journal of the American Chemical Society

دوره 131 19  شماره 

صفحات  -

تاریخ انتشار 2009