Au-catalyzed cyclization of allenylsilanes. Regioselective conversion to 2-amino-4-silylmethylene gamma-butyrolactone

作者：Okada Takuya; Sakaguchi Kazuhiko^*; Shinada Tetsuro; Ohfune Yasufumi

来源：Tetrahedron Letters, 2011, 52(44): 5740-5743.

DOI：10.1016/j.tetlet.2011.07.144

• Au-catalyzed cyclization
• Allenylsilane
• gamma-Butyrolactone

The Au(I)-catalyzed cyclization of an allenylglycine, which possessed a silyl group attached to the opposite side of the allenic terminus, occurred at the allenic center to produce the 2-amino-4-silylmethylene-substituted gamma-butyrolactone 2a in a highly regio- and stereoselective manner. The presence of a silyl group at the allenic terminus is crucial for the present 5-endo-dig gamma-butyrolactonization.

• 出版日期2011-11-2