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. 2014 Sep 3;10:2077–2086. doi: 10.3762/bjoc.10.216

Table 1.

Pd-Catalysed cyclisations of unsaturated polyols.

graphic file with name Beilstein_J_Org_Chem-10-2077-i001.jpg
Entry Substrate Reaction conditionsa Product(s) Yield (%)
1 Inline graphic
11 		Method A Inline graphic
44 		79 [23]
2 Inline graphic
12 		Method A
Method C		 Inline graphic
45 		63
40
3 Inline graphic
13 		Method A Complex mixture
4 Inline graphic
33 		Method A
Method B		 Inline graphic
51 + 52 		15 (51), 25 (52)
65 (52)
5 Inline graphic
E-21 		Method A Inline graphic
46 		30
6 Inline graphic
24–26 		Method A Inline graphic
47 + 48 		66 (47/48, 5:3)
7 Inline graphic
28 		Method A Inline graphic
49 + 50 		54 (49/50, 5:3)
8 Inline graphic
37 		Method A
Method B
Pd(PPh3)4b 		Inline graphic
56 + 57 		70 (56/57, 1:3)
69 (56/57, 1:3)
84 (56/57, 1:3)
9 Inline graphic
35 		Method A Inline graphic
53 		33
10 Inline graphic
30 		Method A
Method B		 Inline graphic
54 + 55 		38 (54), 35 (55)
70 (55)
11 Inline graphic
threo-9 		Method B Inline graphic
58 		78

aMethod A: PdCl2 (0.1 equiv), CuCl2 (3 equiv), NaOAc (3 equiv), AcOH, rt.; method B: PdCl2(MeCN)2 (0.1 equiv), BuLi (2 equiv), CuCl2 (3 equiv), LiCl (3 equiv), THF, rt; method C: Pd(OAc)2 (0.1 equiv), PhI(OAc)2 (2 equiv), Me4N+Cl− (1 equiv), NaOAc (1 equiv), AcOH, rt. bLit. [36–38] Pd(PPh3)4 (0.1 equiv), THF, rt.