Construction of Optically Active 2H‐ and 3H‐Pyrroles by Cyclization and Chirality Maintaining 1, 5‐Ester Shift Reactions. Issue 16 (5th July 2019)

• Record Type: Journal Article
• Authors: Li, Dan; Wang, Linqing; Yang, Yuling; Zhang, Minmin; Peng, Tianyu; Yang, Dongxu; Wang, Rui
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 16(2019)
• Page Start: 3744
• Page End: 3750
• Publication Date: 2019-07-05
• Subjects: 2H-Pyrroles -- 3H-Pyrroles -- Ester shift reaction -- Chirality maintaining -- Asymmetric synthesis -- Magnesium catalysis; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201900481
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Construction of enantioenriched 2 H ‐ and 3 H ‐pyrroles are achieved in current work by using readily available α‐isocyanoacetates and alkynyl ketones as precursors. To realize the asymmetric synthesis of 2 H ‐pyrroles, a proper in situ generated magnesium catalytic method was developed. On the other hand, the discovery of an aluminium mediated chirality maintaining 1, 5 ‐ester shift reaction promoted the successful synthesis of enantioenriched 3 H ‐pyrroles. Abstract :