Phenyl versus Ethyl Transfer in the Addition of Organozincs to Aldehydes: A Theoretical Study

Jens Rudolph, Torben Rasmussen, Carsten Bolm, Per-Ola Norrby

Research output: Contribution to journalJournal articlepeer-review

Abstract

The dramatic improvement in diphenylzinc addition to aldehydes that is obtained by adding diethylzinc was investigated by DFT methods. The strong preference for phenyl over ethyl transfer can be understood in terms of overlap with the phenyl 31 system in the transition state (see picture). Reasons for the high ee value in the presence of Et$-2$/Zn are discussed.
Original languageEnglish
JournalAngewandte chemie-international edition
Volume42
Issue number26
Pages (from-to)3002-3005
ISSN1433-7851
Publication statusPublished - 2003

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