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. Author manuscript; available in PMC: 2014 Jun 26.
Published in final edited form as: J Am Chem Soc. 2013 Jun 12;135(25):9358–9361. doi: 10.1021/ja4047312

Scheme 1.

Scheme 1

Sequential organocatalytic hydrogenation-cyclizationa

Conditions: Step 1) 2.5 equiv. 13, 20 mol% 12, CHCl3, −50 °C, 24 hours. Step 2) 2.5 equiv. Fe(phen)3(Tf2N)3, 2.5 equiv. Na2HPO4, 20 mol % 7, −30 °C, DME, 12 hours. aDiastereoselectivities determined by 1H-NMR analysis. Enantiomeric excess determined by chiral HPLC analysis of the corresponding alcohol or terephthalic acid monomethyl diester.