A Carbohydrate-Based Approach for the Total Synthesis of Xyolide

作者：Mohapatra Debendra K^*; Reddy D Prabhakar; Karhale Dnyaneshwar S; Yadav Jhillu S

来源：Synlett, 2013, 24(20): 2679-2682.

DOI：10.1055/s-0033-1339896

• lactones
• total synthesis
• Grignard reactions
• esterification
• ring closure
• metathesis

We have achieved a total synthesis of xyolide, a bioactive nonenolide, by following a carbohydrate-based approach starting from d-(-)-ribose. The key reactions involved epoxide opening with a long-chain aliphatic Grignard reagent, Yamaguchi esterification, and a ring-closing-metathesis reaction. The longest linear sequence was nine steps and the overall yield was 30%.

• 出版日期2013-12-17