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

Authors :
Sakakura A
Sakuma M
Ishihara K
Source :
Organic letters [Org Lett] 2011 Jun 17; Vol. 13 (12), pp. 3130-3. Date of Electronic Publication: 2011 May 19.
Publication Year :
2011

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 FSO(3)H 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).<br /> (© 2011 American Chemical Society)

Details

Language :
English
ISSN :
1523-7052
Volume :
13
Issue :
12
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
21591803
Full Text :
https://doi.org/10.1021/ol201032t