Table 5.

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

Entrya	11	R1, R2	Product	Time (h)	Yieldb (%)	eec (%)
1	11a	Ph, Ph	12a	21	90	66
2	11b	Ph, 3-MeC6H4	12b	22	77	70
3	11c	Ph, 4-MeC6H4	12c	6	94	94
4	11d	4-MeC6H4, Ph	12d	21	>99	86
5	11e	Ph, 3-OMeC6H4	12e	24	73	63
6	11f	Ph, 4-OMeC6H4	12f	23	93	84
7	11g	Ph, 3,4,5-(OMe)3C6H2	12g	24	>99	96
8	11h	Ph, 2-ClC6H4	12h	23	85	44
9	11i	Ph, 3-ClC6H4	12i	21	71	15
10	11j	Ph, 4-ClC6H4	12j	21	86	51
11	11k	Ph, 3-BrC6H4	12k	23	84	26
12	11l	4-BrC6H4, Ph	12l	23	57	74
13	11m	Ph, 4-CF3C6H4	12m	2	88	2
14	11n	2-NO2C6H4, Ph	12n	21	91	74
15	11o	Ph, 4-NO2C6H4	12o	23	92	6

^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 DCM, in the presence of 1 mol % 5 at rt. ^bIsolated yields. ^cDetermined by chiral HPLC analysis.