. Author manuscript; available in PMC: 2009 Jun 11.

Published in final edited form as: J Am Chem Soc. 2008 May 14;130(23):7198–7199. doi: 10.1021/ja801514m

Table 2.

Enantioselective addition of silyl ketene acetal 8b to provide substituted isochromans graphic file with name nihms-47783-f0004.jpg

entry	R	time (h)	product	yield (%)^a	ee (%)^b
1	H	6	9b	87	85
2	5-Me	7.5	9c	71	90
3	6-Me	7.5	9d	82	84
4	7-Me	7.5	9e	82	87
5	6-F	21	9f	70	90
6	6-OMe	22	9g	96	74

Isolated yield (based on 6) after silica gel chromatography.

Determined by HPLC analysis on commercial chiral columns.