A novel and flexible synthesis of pyranose spiroacetal derivatives
| Autor: | van Hooft, Peter A.V., Leeuwenburgh, Michiel A., Overkleeft, Herman S., van der Marel, Gijsbert A., van Boeckel, Constant A.A., van Boom, Jacques H. |
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| Zdroj: | Tetrahedron Letters; January 1998, Vol. 39 Issue: 33 p6061-6064, 4p |
| Abstrakt: | A three-step approach to chiral pyranose [5,4], [5,5], [5,6] and [5,7] unsaturated spiroacetal derivatives from perbenzylated glucopyranolactone 1is presented. The strategy involves Grignard addition of vinyl or allyl magnesium bromide to 1to give 2and 12, respectively, K-10 mediated glucosidation of different terminal alkenols with 2and 12followed by ring-closing metathesis. |
| Databáze: | Supplemental Index |
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