Kinetic resolution of phosphoryl and sulfonyl esters of 1,1′-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers

Takeshi Sakuma, Eiji Yamamoto, Hiroshi Aoyama, Yasushi Obora, Yasushi Tsuji, Makoto Tokunaga

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Kinetic resolution of phosphoryl and sulfonyl esters of 1,1′-bi-2-naphthol has been achieved via the Pd-catalyzed alcoholysis of their vinyl ethers. The highest krel value reached 36.8 with substrate 3c, and (R)-3c 99.0% ee was obtained in 43% isolated yield.

Original languageEnglish
Pages (from-to)1593-1599
Number of pages7
JournalTetrahedron Asymmetry
Volume19
Issue number13
DOIs
Publication statusPublished - Jul 11 2008

Fingerprint

Naphthol
esters
Ethers
ethers
Esters
Kinetics
kinetics
Substrates
2-naphthol
vinyl ether

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Kinetic resolution of phosphoryl and sulfonyl esters of 1,1′-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers. / Sakuma, Takeshi; Yamamoto, Eiji; Aoyama, Hiroshi; Obora, Yasushi; Tsuji, Yasushi; Tokunaga, Makoto.

In: Tetrahedron Asymmetry, Vol. 19, No. 13, 11.07.2008, p. 1593-1599.

Research output: Contribution to journalArticle

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