Skip to main content
. 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 3.

Enantioselective Synthesis of Chromenyl Pivalate from Phenol Ethers

graphic file with name nihms-468295-f0008.jpg
entrya,b 3 R R' % yieldb % eed
1 3a H graphic file with name nihms-468295-t0009.jpg 92 >99
2 3b Me 75 >99
3c 3c Me graphic file with name nihms-468295-t0010.jpg 62 99
4 3d H graphic file with name nihms-468295-t0011.jpg 91 >99
5 3e H graphic file with name nihms-468295-t0012.jpg 59 99
6c 3f H graphic file with name nihms-468295-t0013.jpg 75 >99
7 3g H graphic file with name nihms-468295-t0014.jpg 75 97
8 3h H graphic file with name nihms-468295-t0015.jpg 73 99
9c 3i H graphic file with name nihms-468295-t0016.jpg 73 96
10 3j H graphic file with name nihms-468295-t0017.jpg 94 95
a

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

b

Isolated yield of product after column chromatography.

c

At room temperature.

d

Determined by chiral HPLC.