A general approach to (4S,5S)-4-benzyloxy-5-hydroxy-N-(4-methoxybenzyl) amides 10 based on a diastereoselective reduction of (5S,6RS)-6-alkyl-5-benzyloxy-6-hydroxy-2-piperidinones 6 and their tautomeric ring-opened keto amides 7 is described. The reduction with L-Selectride at -20 degrees C to room temperature afforded the products 10 in excellent yields and moderate to high syn-diastereoselectivities.
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|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257261 | PMC |
| http://dx.doi.org/10.3390/molecules15042771 | DOI Listing |
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