Evaluation of asymmetric Diels-Alder approaches for the synthesis of the cyclohexene subunit of CP-225,917 and CP-263,114 |
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| Authors: | Alan Armstrong Nicholas G.M. DaviesNathaniel G. Martin Alistair P. Rutherford |
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| Affiliation: | Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK |
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| Abstract: | Asymmetric synthesis of a functionalised cyclohexenone required for total synthesis of CP-225,917 and CP-263,114 is reported, using a Lewis acid-promoted Diels-Alder reaction between a 2-silyloxy-1,3-diene and a dienophile bearing an oxazolidinone auxiliary. A novel method for appendage of the exocyclic malonate unit, via cyclopropane ring opening, is also described. |
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| Keywords: | CP-compounds Diels-Alder oxazolidinone cyclopropanation |
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