Cover Feature: Iron‐Promoted 1,5‐Substitution (SN2′′) Reactions of Enyne Acetates and Oxiranes with Grignard Reagents (Asian J. Org. Chem. 10/2017)

• Published in: Asian journal of organic chemistry Vol. 6; no. 10; p. 1330
• Main Authors: Taç, Doğan, Aytaç, İsmet Arınç, Karatavuk, Ali Osman, Kuş, Melih, Ziyanak, Fırat, Artok, Levent
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 01-10-2017
• Subjects: Acetates; Alcohols; enynes; Ethylene oxide; Grignard reaction; iron; nucleophilic substitution; Organic chemistry; Reagents; regioselectivity
• ISSN: 2193-5807; 2193-5815
• DOI: 10.1002/ajoc.201700521

Iron Age: Iron‐promoted reactions of enyne oxiranes or acetate derivatives of 2‐en‐4‐yne alcohols with Grignard reagents produce (E)‐configured vinylallenes. The reaction cycle involves two successively formed organoiron intermediates: first, a π‐allyl iron intermediate forms. Then, the subsequent shift of the iron unit to the distal alkynyl carbon leads to a lower energy intermediate, σ‐allenyl iron complex. More information can be found in the Full Paper by Levent Artok et al. on page 1415 in Issue 10, 2017 (DOI: 10.1002/ajoc.201700225).