FORMAL SYNTHESIS OF (-)-CLAVEPICTINE A AND (+)-CLAVEPICTINE B FROM A SULFINIMINE (N-SULFINYLIMINE)-DERIVED CHIRAL BUILDING BLOCK

[摘要]：The sulfinimine-derived chiral building block trans-2,6-disubstituted 1,2,5,6-tetrahydropiperidine (+)-5 was employed in a concise formal asymmetric synthesis of the cytotoxic marine alkaloids clavepictines (-)-A and (+)-B (1a and 1b). This synthesis is highlighted by a highly diastereoselective hydroboration-oxidation reaction to install the C-3 hydroxyl group.

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