Synergistic NaBH4 Reduction/Cyclization of 2‐Aroylcyclopropane‐1‐carboxylates: Synthesis of 3‐Oxabicyclo[3.1.0]hexane Derivatives. Issue 5 (8th February 2017)

• Record Type: Journal Article
• Authors: Liu, Jiaming; Wang, Lizhong; Qing, Xushun; Zhang, Feixiang; Wang, Ting; Wang, Cunde
• Is Part Of: European journal of organic chemistry. Issue 5(2017)
• Page Start: 1012
• Page End: 1018
• Publication Date: 2017-02-08
• Subjects: Oxygen heterocycles -- Small ring systems -- Fused‐ring systems -- Cyclopropanes -- Cyclization -- Neighboring‐group effects; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201601341
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : An NaBH4 reduction/cyclization reaction of readily available 2‐aroyl‐1‐cyano‐3‐arylcyclopropane‐1‐carboxylate compounds was investigated. The process results in the stereoselective synthesis of 3‐oxabicyclo[3.1.0]hexane derivatives in high yields. Abstract : 3‐Oxabicyclo[3.1.0]hexane derivatives were synthesized by a synergistic NaBH4 reduction/cyclization reaction, starting from readily available 2‐aroyl‐1‐cyano‐3‐arylcyclopropane‐1‐carboxylates.