Premium
Axial Preferences in Allylations via the Zimmerman–Traxler Transition State
Author(s) -
Gilboa Noga,
Wang Hao,
Houk Kendall N.,
Marek Ilan
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201101049
Subject(s) - electrophile , aryl , state (computer science) , transition (genetics) , outcome (game theory) , alkyl , position (finance) , computer science , chemistry , scheme (mathematics) , stereochemistry , organic chemistry , mathematics , mathematical economics , algorithm , business , biochemistry , finance , gene , catalysis , mathematical analysis
On the other side of the Traxler? The stereochemical outcome of the allylation reaction of 3,3‐disubstituted allylzinc species with aldehydes shows that the aryl or alkyl group of the electrophilic carbonyl reactant occupies a pseudoaxial position in the Zimmerman–Traxler transition state to avoid gauche interactions (see scheme).