A short and efficient asymmetric synthesis of (-)-frontalin, (-)-exo-isobrevicomin and a volatile contributor of beer-aroma

作者：Singh Surendra; Guiry Patrick J^*

来源：Tetrahedron, 2010, 66(30): 5701-5706.

DOI：10.1016/j.tet.2010.05.032

The natural products, (-)-frontalin and (+)-exo-isobrevicomin were synthesized employing Sharpless asymmetric epoxidation and ZrCl(4)-catalyzed intramolecular acetalization as the key steps. (-)-Frontalin was synthesized in three steps with a 61.4% overall yield and 89.9% ee and (-)-exo-isobrevicomin also obtained in an overall satisfactory yield of 10.1% and 97% ee. We have also synthesized the volatile contributor of beer aroma in a 96% ee.

• 出版日期2010-7-24