Asymmetric Total Synthesis of (+)-Majusculoic Acid via a Dimerization-Dedimerization Strategy and Absolute Configuration Assignment

作者：Chen, Renzhi; Li, Linbin; Lin, Na; Zhou, Rong; Hua, Yuhui; Deng, Hejun; Zhang, Yandong^*

来源：Organic Letters, 2018, 20(5): 1477-1480.

DOI：10.1021/acs.orglett.8b00349

• CONTAINING NATURAL-PRODUCTS
• FATTY-ACIDS
• MARINE CYANOBACTERIUM
• CONFORMATION DESIGN
• METATHESIS REACTION
• OLEFIN METATHESIS
• SPONGE
• RINGS

The first total synthesis of (+)-majusculoic acid, the enantiomer of naturally occurring antifungal cyclopropane fatty acid (-)-majusculoic acid, was accomplished in 13 steps, leading to the assignment of the absolute configuration of the natural product. The synthesis featured a ring closing metathesis dimerization, a conformationally controlled cyclopropanation, a dedimerization, and a bromoolefination.

• 出版日期2018-3-2
• 单位厦门大学