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. Author manuscript; available in PMC: 2013 May 10.
Published in final edited form as: J Am Chem Soc. 2011 Jul 28;133(33):12972–12975. doi: 10.1021/ja205068j

Table 2.

Enantioselective Synthesis of Chromenyl Pivalate from Phenols

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entrya,b 1 R Ar % yieldc % eed
1 1a H Ph 85 91
2 1b H p-BrC6H4 86 86
3 1c H 2-Naph 68 84
4 1d H o-MeC6H4 77 84
5 1e H p-iPrC6H4 73 89
6 1f H p-CF3C6H4 76 88
7 1g Me Ph 85 90
8 1h Br Ph 83 83
a

Conditions: CDCl3 (0.1 M), 5 mol % A8 · (AuCl)2, 10 mol % AgOTf for 4 h at 0 °C.

b

Absolute stereochemistry assigned by analogy to 4e (Table 3).

c

Isolated yield of product after column chromatography.

d

Determined by chiral HPLC.