α-diazoacetates as carbene precursors: Metallosalen-catalyzed asymmetric cyclopropanation

Tatsuya Uchida, Tsutomu Katsuki

研究成果: Contribution to journalArticle

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Readily available α-diazo compounds have been shown to be efficient carbene precursors for asymmetric cyclopropanation using ruthenium(NO)-salen and cobalt-salen complexes, as catalysts. The stereoselectivity of the cyclopropanation depends on the metal ion, its valency, the structural and electronic nature of the salen ligand, and the apical ligand of the salen complex used. Both trans- and cis-selective asymmetric intermolecular cyclopropanation can be realized under mild conditions by using a suitable metallosalen complex. Furthermore, a wide range of alkenyl α-diazoacetates and the related alkenyl diazomethyl ketones undergo intramolecular cyclopropanation in a highly enantioselective manner by using various metallosalen complexes, easily prepared in a modular fashion, as catalyst.

元の言語英語
ページ(範囲)1715-1723
ページ数9
ジャーナルSynthesis
発行部数10
DOI
出版物ステータス出版済み - 5 15 2006

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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