Highly cis- and enantioface-selective cyclpropanation using (R,R)-Ru- salen complex: Solubility dependent enantioface selection

Tatsuya Uchida, Ryo Irie, Tsutomu Katsuki

Research output: Contribution to journalArticle

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Abstract

The reaction of styrene and t-butyl α-diazoacetate in the presence of (R,R)-(ON+)(salen)ruthenium(II) complex 1 under the irradiation of incandescent light in THF gave the corresponding (IS,2R)- cyclopropanecarboxylate with high stereoselectivity of 99% ee (cis: trans = 96:4), while the same reaction in hexane gave the enantiomeric (1R,2S)- cyclopropanecarboxylate preferentially (83% ee, cis: trans = 68:32).

Original languageEnglish
Pages (from-to)1793-1795
Number of pages3
JournalSynlett
Issue number11
DOIs
Publication statusPublished - Jan 1 1999

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Stereoselectivity
Styrene
Ruthenium
Hexanes
Solubility
Irradiation
disalicylaldehyde ethylenediamine

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Highly cis- and enantioface-selective cyclpropanation using (R,R)-Ru- salen complex : Solubility dependent enantioface selection. / Uchida, Tatsuya; Irie, Ryo; Katsuki, Tsutomu.

In: Synlett, No. 11, 01.01.1999, p. 1793-1795.

Research output: Contribution to journalArticle

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