Enantioselective [1,2] Wittig rearrangement using an external chiral ligand

Katsuhiko Tomooka, Kyoko Yamamoto, Takeshi Nakai

Research output: Contribution to journal › Article

34 Citations (Scopus)

Abstract

Even with only a catalytic amount of chiral bis(dihydrooxazole) 1 as external ligand, the rearrangement of benzyl ethers to alcohols [Eq. (1)] proceeds with high enantioselectivity (over 60 % ee). This reaction represents the first example of an enantioselective [1,2] Wittig rearrangement.

Original languageEnglish
Pages (from-to)3741-3743
Number of pages3
JournalAngewandte Chemie - International Edition
Volume38
Issue number24
DOIs
Publication statusPublished - Dec 16 1999
Externally publishedYes

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Ethers
Enantioselectivity
Alcohols
Ligands

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

Enantioselective [1,2] Wittig rearrangement using an external chiral ligand. / Tomooka, Katsuhiko; Yamamoto, Kyoko; Nakai, Takeshi.

In: Angewandte Chemie - International Edition, Vol. 38, No. 24, 16.12.1999, p. 3741-3743.

Research output: Contribution to journal › Article

Tomooka, K, Yamamoto, K & Nakai, T 1999, 'Enantioselective [1,2] Wittig rearrangement using an external chiral ligand', Angewandte Chemie - International Edition, vol. 38, no. 24, pp. 3741-3743. https://doi.org/10.1002/(SICI)1521-3773(19991216)38:24<3741::AID-ANIE3741>3.0.CO;2-5
Tomooka K, Yamamoto K, Nakai T. Enantioselective [1,2] Wittig rearrangement using an external chiral ligand. Angewandte Chemie - International Edition. 1999 Dec 16;38(24):3741-3743. https://doi.org/10.1002/(SICI)1521-3773(19991216)38:24<3741::AID-ANIE3741>3.0.CO;2-5
Tomooka, Katsuhiko ; Yamamoto, Kyoko ; Nakai, Takeshi. / Enantioselective [1,2] Wittig rearrangement using an external chiral ligand. In: Angewandte Chemie - International Edition. 1999 ; Vol. 38, No. 24. pp. 3741-3743.
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