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Inside Cover: Sequential 1,4‐/1,2‐Addition of Lithium(trimethylsilyl)diazomethane onto Cyclic Enones to Induce C−C Fragmentation and N−Li Insertion (Angew. Chem. Int. Ed. 6/2016)
Author(s) -
O'Connor Matthew J.,
Sun Chunrui,
Guan Xinyu,
Sabbasani Venkata R.,
Lee Daesung
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201511326
Subject(s) - diazomethane , trimethylsilyl , chemistry , lithium (medication) , fragmentation (computing) , medicinal chemistry , tandem , stereochemistry , materials science , medicine , computer science , endocrinology , operating system , composite material
The sequential 1,4‐ and 1,2‐addition of lithium(trimethylsilyl)diazomethane to cyclic α,β‐unsaturated ketones generates cyclic alkylidene carbenes, which can undergo C−C bond fragmentation or N−Li bond insertion depending on the reaction conditions and the carbon framework. The picture illustrates the effective tandem process that generates various novel pyrazole or pyrazoline derivatives and is described by D. Lee et al. in their Communication on page 2222 ff.