| Summary: | 碩士 === 朝陽科技大學 === 應用化學系碩士班 === 96 === Alkylation chemistry is one the useful tools in organic synthesis. For example, allylboronates, as nucleophile donors, react with the aldyhyde, to provide sec-alcohol with high stereoselectivity. In fact, allylboronates are chiral auxiliaries either.
In this study, inexpensive and easy obtained natural camphor was chosen as an initiator for the reaction to form allylboronate. After reacting with various alkyl magnesium halides (RMgX), ring expansion and stereoselective product - [3.2.1] bicyclic octanediol was formed. The novel products, allylboronate compounds , were then generated by boronylation of the [3.2.1] bicyclic octanediol . Allylboronates provide allyl group for addition under the various Lewis acid catalysis with the benzaldehyde, the yield and the enantiomeric excess of products were also studied.
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