A two-step mimic for direct, asymmetric bromonium- and chloronium-induced polyene cyclizations

作者：Snyder Scott A^*; Treitler Daniel S; Schall Andreas

来源：Tetrahedron, 2010, 66(26): 4796-4804.

DOI：10.1016/j.tet.2010.03.037

• Total synthesis
• Halogenation
• Polyene Cyclization

Although direct, asymmetric, halonium-induced cyclizations have proven difficult to achieve in the absence of enzymes, this report provides a two-step alternative based on reacting polyenes with chiral mercury(II) complexes to afford a number of polycyclic organomercurials that can be subsequently converted, with retention, into their corresponding chlorine, bromine, and iodine derivatives in good yield and enantioselectivity. A five-step asymmetric total synthesis of the natural product 4-iso-cymobarbatol is also described.

• 出版日期2010-6-26