Table 31.

Addition reactions of various boronic acids to polycyclic cyclohexenediones [59].

entry	conditions	substrate	Ar	yield (%)	ee (%)
1	I	A	4-MeO-C6H4	80a	84
2	I	A	4-HO-C6H4	65	80
3	I	B	4-MeO-C6H4	70	94
4	I	B	3-MeO-C6H4	58	94
5	I	B	2-MeO-C6H4	46b	84
6	I	B	4-HO-C6H4	65	96
7	I	B	Ph	83b	94
8	I	B	4-Me-C6H4	81b	94
9	I	B	3-Cl-4-MeO-C6H4	51b	94
10	I	B	4-F-C6H4	57b (80)c	88
11	I	B	4-(AcNH)-C6H4	42b,d (60)c	96
12	I	B	4-EtOOC-C6H4	13e	90
13	I	C	4-MeO-C6H4	73b	86
14	IIa	D	4-MeO-C6H4	64	90
15	I	E	4-MeO-C6H4	43b	94
16	IIa	E	4-MeO-C6H4	68	90
17	I	F	4-MeO-C6H4	68	88
18	I	G	4-MeO-C6H4	72 (60)f	84 (86)f
19	IIb	H	4-HO-C6H4	65	70

^aTemperature 30 °C; ^bL9 11 mol % and Pd(OAc₂) 10 mol %; ^cNMR yield; ^dtime 92 h; ^etemperature 50 °C and double amount of catalyst (50% added at the beginning, 50% added after 24 h); ^f10× larger amount (1 mmol).