A Concise, Protection-Free and Divergent Approach for the Enantioselective Syntheses of Two Pheromonal Epoxide Components of the Fall Welyworm Moth and Other Species

作者：Du Yu; Zheng Jian Feng; Wang Zhi Gang; Jiang Li Jiao; Ruan Yuan Ping; Huang Pei Qiang^*

来源：Journal of Organic Chemistry, 2010, 75(13): 4619-4622.

DOI：10.1021/jo1007042

On the basis of Zhou's modified Sharpless asymmetric epoxidation, sequential coupling reactions, and a divergent strategy, the protection-free syntheses of two main pheromonal components 1 and 5, found in the fall webworm moth, Hyphantria cunea. and other species have been accomplished in 10 steps (for two compounds). The overall yields are 31% for 1, 28% for 5, and 25% for both 1 and 5, respectively. The ee values of the final products 1 and 5 are at least 99%.

• 出版日期2010-7-2
• 单位厦门大学