Geometry‐Directed Generation and Synthetic Application of α‐Lithio Oxime Ethers

Shimon Shatzmiller, Rami Lidor, Eytan Shalom, Naim Menashe Eliezer Bahar

Research output: Contribution to journalArticlepeer-review

Abstract

Several mono‐ and di‐O‐alkyloximes have been regioselectively transformed to the syn α‐lithio derivatives by treatment with n‐butyllithium. The control of oxime ether geometry served to control regioselectivity in α‐lithiation and subsequent carbon‐carbon (alkylation, oxidative coupling) and carbon‐halogen bond formation reactions. The geometry‐directed α‐lithiation‐dimerization sequence was used for the synthesis of large ring compounds.

Original languageEnglish
Pages (from-to)187-194
Number of pages8
JournalIsrael Journal of Chemistry
Volume29
Issue number2-3
DOIs
StatePublished - 1989

Fingerprint

Dive into the research topics of 'Geometry‐Directed Generation and Synthetic Application of α‐Lithio Oxime Ethers'. Together they form a unique fingerprint.

Cite this