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Recent Developments in Enantioselective Metal‐Catalyzed Domino Reactions
Author(s) -
Pellissier Hélène
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801371
Subject(s) - enantioselective synthesis , chemistry , diastereomer , trimethylsilyl , medicinal chemistry , aryl , pyridine , trifluoroacetic acid , catalysis , organic chemistry , alkyl
This review collects the very recent developments in enantioselective metal‐catalyzed domino reactions published since the beginning of 2016. It illustrates that many types of enantioselective metal‐catalyzed domino processes continue to be developed, allowing an easy one‐pot access to complex molecular architectures from simple starting materials while providing economic advantages, such as avoiding costly protecting groups and time‐consuming purification procedures after each step. Abbreviations : acac: acetylacetonate; Ar: aryl; BINAP: 2,2′‐bis(diphenylphosphino)‐1,1′‐binaphthyl; BINOL: 1,1′‐bi‐2‐naphthol; Bn: benzyl; Boc: tert ‐butoxycarbonyl; Box: bisoxazoline; BOXAX: 2,2′‐bis(oxazolyl)‐1,1′‐binaphthyl; Bz: benzoyl; cod: cyclooctadiene; Cy: cyclohexyl; DBDMH: 1,3‐dibromo‐5,5‐dimethylhydantoin; DBU: 1,8‐diazabicyclo[5.4.0]undec‐7‐ene; DCE: dichloroethane; de : diastereomeric excess; DIPEA: diisopropylethylamine; dr : diastereomeric ratio; ee : enantiomeric excess; Hex: hexyl; L: ligand; MTBE: methyl tert ‐butyl ether; Naph: naphthyl; Ms: mesyl; M.S.: molecular sieves; NMP: N‐methyl‐2‐pyrrolidone; Ns: nosyl; PG: protecting group; Phos: phosphinyl; PHOX: phosphinooxazoline; Phth: phthaloyl; Pin: pinacolato; Piv: pivaloyl; Pybox: 2,6‐bis(2‐oxazolyl)pyridine; r.t.: room temperature; TBS: tert ‐butyldimethylsilyl; Tf: trifluoromethanesulfonyl; TFA: trifluoroacetic acid; THF: tetrahydrofuran; TMS: trimethylsilyl; Tol: tolyl; Ts: 4‐toluenesulfonyl (tosyl).