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

Org Lett

EcoTopia Science Institute, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603, Japan.

Published: June 2011

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).

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http://dx.doi.org/10.1021/ol201032tDOI Listing

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