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- Title
Enantioselective Synthesis of Arene cis‐Dihydrodiols from 2‐Pyrones.
- Authors
Liang, Xiao‐Wei; Zhao, Yunlong; Si, Xu‐Ge; Xu, Meng‐Meng; Tan, Jia‐Hao; Zhang, Zhi‐Mao; Zheng, Cheng‐Gong; Zheng, Chao; Cai, Quan
- Abstract
An enantioselective chemical synthesis of arene cis‐dihydrodiols has been realized from 2‐pyrones through sequential ytterbium‐catalyzed asymmetric inverse‐electron‐demand Diels–Alder (IEDDA) reaction of 2‐pyrones and retro‐Diels–Alder extrusion of CO2. By using this strategy, a series of substituted arene cis‐dihydrodiols can be obtained efficiently with high enantioselectivity (>99 % ee in many cases). Based on this strategy, efficient and concise asymmetric total syntheses of (+)‐MK7607 and 1‐epi‐(+)‐MK7607 were accomplished.
- Subjects
CHEMICAL synthesis; ASYMMETRIC synthesis; ALDOLS
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 41, p14704
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201908284