Total Synthesis of 20-Norsalvinorin A. 1. Preparation of a Key Intermediate Academic Article uri icon

abstract

  • The key tricyclic intermediate 3a, for the total synthesis of the C(20)-nor analogue of salvinorin A, was prepared in seven steps from 3-furaldehyde. Key steps involved a highly regio- and diastereoselective Lewis acid assisted Diels-Alder reaction followed by base-promoted epimerization and a completely stereoselective conjugate reduction.

publication date

  • March 20, 2009