Preparation of spiroketals by reaction of anions from 2-benzenesulphonyltetrahydropyrans with epoxides: synthesis of the c-11 to c-25 fragment of the milbemycins |
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| Affiliation: | 1. Agricultural and Ecological Research Unit, Indian Statistical Institute, Kolkata 700108, West Bengal, India;2. Department of Computational and Data Sciences, Indian Institute of Science, Bengalore 560012, Karnataka, India |
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| Abstract: | Deprotonation of 2-benzenesulphonyltetrahydropyrans with n-butyllithium affords anions which react with substituted epoxides to give spiroketals upon acidification. Using this approach a highly convergent synthesis of the C-11 to C-25 fragment of the milbemycins was achieved. |
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