Table 3.

Results of the SMA of naphthalene-1-thiol to substituted trans-chalcones in THF.

Entrya	11	R1, R2	12	Time (h)	Yieldb (%)	eec (%)
1	11a	Ph, Ph	12a	23	93	83
2	11b	Ph, 3-MeC6H4	12b	46	87	78
3	11c	Ph, 4-MeC6H4	12c	20	>99	23
4	11d	4-MeC6H4, Ph	12d	42	>99	91
5	11e	Ph, 3-OMeC6H4	12e	42	83	58
6	11f	Ph, 4-OMeC6H4	12f	20	88	63
7	11g	Ph, 3,4,5-(OMe)3C6H2	12g	21	94	50
8	11h	Ph, 2-ClC6H4	12h	23	84	66
9	11i	Ph, 3-ClC6H4	12i	22	79	85
10	11j	Ph, 4-ClC6H4	12j	21	>99	71
11	11k	Ph, 3-BrC6H4	12k	40	66	51
12	11l	4-BrC6H4, Ph	12l	23	>99	82
13	11m	Ph, 4-CF3C6H4	12m	19	79	67
14	11n	2-NO2C6H4, Ph	12n	21	84	82
15	11o	Ph, 4-NO2C6H4	12o	21	81	68

^aUnless stated otherwise, all reactions were performed with 0.20 mmol trans-chalcone and 0.40 mmol naphthalene-1-thiol in 1.0 mL of THF, in the presence of 1 mol % 5 at rt. ^bIsolated yields. ^cDetermined by chiral HPLC analysis.