Catalytic Asymmetric Synthesis of Phosphoryl‐1, 4‐dihydropyridazines via an Enantioselective Allylic Alkylation/1, 3‐Dipolar Cycloaddition/Rearrangement Reaction Sequence. Issue 14 (8th July 2016)

• Record Type: Journal Article
• Authors: Du, Fei; Yin, Liyang; Ning, Yanqiang; Peng, Yungui
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 14(2016)
• Page Start: 2280
• Page End: 2285
• Publication Date: 2016-07-08
• Subjects: asymmetric allylic alkylation -- α‐diazomethylphosphonates -- 1, 4‐dihydropyridazines -- enantioselectivity; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201600353
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A novel methodology has been developed for the synthesis of chiral phosphoryl‐1, 4‐dihydropyridazine derivatives based on an asymmetric allylic alkylation/intramolecular 1, 3‐dipolar cycloaddition/rearrangement reaction sequence, various chiral 3‐phosphoryl‐4‐aryl‐1, 4‐dihydropyridazine‐5‐carboxylates were achieved in high yields with high enantioselectivities. Moreover, chiral 4, 5‐dihydropyridazinone derivatives were also facilely furnished by the reduction of the allylic alkylation products of Morita–Baylis–Hillman carbonates and α‐diazophosphonates. Abstract :