Premium
Re‐Evaluating the Nucleophilicity of Zinc Enolates in Alkylation Reactions
Author(s) -
Jarugumilli Gopala K.,
Zhu Chunyin,
Cook Silas P.
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200067
Subject(s) - chemistry , electrophile , nucleophile , alkylation , zinc , tsuji–trost reaction , toluene , catalysis , conjugate , allylic rearrangement , combinatorial chemistry , transition metal , organic chemistry , copper , mathematical analysis , mathematics
The use of toluene allows for allylic and benzylic alkylation of zinc enolates, derived from an asymmetric copper‐catalyzed conjugate addition of dialkylzinc, using a range of valuable electrophiles. The one‐pot procedure avoids the use of additional transition‐metal catalysts and does not require highly activated electrophiles.