Novel enantioselective synthesis of 1,3-butadien-2-ylmethanols via tandem alkylbromide-epoxide vinylations using dimethylsulfonium methylide |
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| Authors: | Alcaraz Lilian Cox Katherine Cridland Andrew P Kinchin Elizabeth Morris James Thompson Stewart P |
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| Affiliation: | Department of Medicinal Chemistry, AstraZeneca R&D Charnwood, Bakewell Road, Loughborough, Leics, LE11 5RH, UK. lilian.alcaraz@astrazeneca.com |
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| Abstract: | [reaction: see text] The treatment of chiral trans-disubstituted and trisubstituted 2,3-epoxy-1-bromides with an excess of dimethylsulfonium methylide 1 affords the corresponding 1,3-butadien-2-ylmethanols in good to excellent yields via a double one-carbon homologation. |
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