Diastereoselective Intramolecular Friedel-Crafts Alkylation of Tetralins

作者:Liebert Clemence; Brinks Marion K; Capacci Andrew G; Fleming Matthew J; Lautens Mark*
来源:Organic Letters, 2011, 13(12): 3000-3003.
DOI:10.1021/ol2008236

摘要

An efficient and versatile synthesis of cis-hexahydrobenzophenanthridines starting from readily available tetralins has been developed using an intramolecular Friedel-Crafts alkylation as a key step. The substrates were prepared via a highly stereocontrolled rhodium-catalyzed ring-opening reaction of meso-oxabicyclic alkenes and a hydrogenation sequence. Thus, a wide variety of complex tetracyclic compounds have teen isolated with a high level of regio-, diastereo-, and enantioselectivity.

  • 出版日期2011-6-17