m-Fluorobenzenethiol → 3'-Fluoro-7-[(3-fluorophenyl)sulfonyl]-2',3,3',4,5',6'-hexahydro-2H-spiro[1-benzofuro[2,3-c]pyridine-1,4'-pyran]

Participants

Reaction Steps

As described for 7-[(3-fluorophenyl)sulfonyl]-3,4,5′,6′-tetrahydro-2H,4′H-spiro[1-benzofuro[2,3-c]pyridine-1,3′-pyran] (Example 22) starting from 3′-fluoro-7-iodo-2′,3,3′,4,5′,6′-hexahydro-2H-spiro[1-benzofuro[2,3-c]pyridine-1,4′-pyran] and 3-fluorobenzenethiol The resulting diasteroisomeric mixture was separated using medium pressure liquid chromatography (140 g amine column) eluting with a gradient of EtOAc in hexanes (from 15% to 70% EtOAc).

Provenance & Evidence