Zinc‐Catalyzed Asymmetric Formal [4+3] Annulation of Isoxazoles with Enynol Ethers by 6π Electrocyclization: Stereoselective Access to 2H‐Azepines

• Published in: Angewandte Chemie International Edition Vol. 59; no. 4; pp. 1666 - 1673
• Main Authors: Zhu, Xin‐Qi, Wang, Ze‐Shu, Hou, Bo‐Shang, Zhang, Hao‐Wen, Deng, Chao, Ye, Long‐Wu
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 20.01.2020; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alkynes; annulation; asymmetric catalysis; Asymmetry; Atom economy; Catalysis; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; electrocyclization; Ethers; heterocycles; Organic chemistry; Physical Sciences; Science & Technology; Stereoselectivity; Stereospecificity; Substrates; Zinc; ENANTIOSELECTIVE SYNTHESIS; RING-EXPANSION; C-H ANNULATION; alkynes; EFFICIENT SYNTHESIS; asymmetric catalysis; CYCLOADDITION; annulation; GOLD CARBENES; heterocycles; KINETIC RESOLUTION; BIOLOGICAL EVALUATION; SELECTIVE SYNTHESIS; YNOL ETHERS; electrocyclization

6π electrocyclization has attracted interest in organic synthesis because of its high stereospecificity and atom economy in the construction of versatile 5–7‐membered cycles. However, examples of asymmetric 6π electrocyclization are quite scarce, and have to rely on the use of chiral organocatalysts...