科研之友
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摘要
An efficient and concise asymmetric synthesis of pitavastatin calcium (1) starting from commercially available (S)-epichlorohydrin is described. A convergent C-1 + C-6 route allowed for the assembly of the pitavastatin C-7 side chain via a Wittig reaction between phosphonium salt 2 and the enantiomerically pure C-6-formyl side chain 3. The 1,3-syn-diol acetal motif in 3 was established with excellent stereo control by a diastereoselective bismuth-promoted two-component hemiacetal/oxa-Michael addition reaction of (S)-alpha,beta-unsaturated ketone 4 with acetaldehyde.
- 出版日期2015
- 单位复旦大学
