Chiral Lewis base-assisted Brønsted acid (LBBA)-catalyzed enantioselective cyclization of 2-geranylphenols

Akira Sakakura, Masayuki Sakuma, Kazuaki Ishihara

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

Chiral Lewis base-assisted Brønsted acids (Chiral LBBAs) have been designed as new organocatalysts for biomimetic enantioselective cyclization. A salt of a chiral phosphonous acid diester with FSO3H catalyzes the enantioselective cyclization of 2-geranylphenols to give the desired trans-fused cyclized products with high diastereo- and enantioselectivities (up to 98:2 dr and 93% ee).

Original languageEnglish
Pages (from-to)3130-3133
Number of pages4
JournalOrganic Letters
Volume13
Issue number12
DOIs
Publication statusPublished - Jun 17 2011
Externally publishedYes

Fingerprint

Lewis Bases
Lewis base
Cyclization
Phosphorus Acids
Biomimetics
acids
Acids
Enantioselectivity
biomimetics
Salts
salts
products

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Chiral Lewis base-assisted Brønsted acid (LBBA)-catalyzed enantioselective cyclization of 2-geranylphenols. / Sakakura, Akira; Sakuma, Masayuki; Ishihara, Kazuaki.

In: Organic Letters, Vol. 13, No. 12, 17.06.2011, p. 3130-3133.

Research output: Contribution to journalArticle

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