Application of the B-alkyl suzuki-miyaura cross-coupling reaction to the stereoselective synthesis of analogues of (3S)-oxidosqualene |
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Authors: | Winne Johan M Guang Bing D'Herde Jo De Clercq Pierre J |
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Affiliation: | Department of Organic Chemistry, Ghent University, Krijgslaan 281/S4, B-9000 Ghent, Belgium. |
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Abstract: | [reaction: see text] A general method is described for the direct and stereoselective synthesis of epoxypolyenes via Suzuki-Miyaura cross-coupling reaction of 1-iodoalkenes with B-alkylboron compounds. It allows for the straightforward and convergent assembly of compounds that are structurally similar to (3S)-oxidosqualene, an important intermediate in steroid biosynthesis. |
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