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. 2016 Jul 27;12:1608–1615. doi: 10.3762/bjoc.12.157

Table 1.

Rh-catalyzed Mannich-type reaction using various α,β-unsaturated esters.

graphic file with name Beilstein_J_Org_Chem-12-1608-i001.jpg
Entry Substrate 2 Rh cat. (mol %) Product Yield (%)a
1 Inline graphic
2a 		RhCl(PPh3)3 (2) Inline graphic
3Aa 		88
[syn/anti = 96:4]b
2 [RhCl(cod)]2 (1) 78
[syn/anti = 88:12]b
3 Inline graphic
2b 		RhCl(PPh3)3 (4) Inline graphic
3Ab 		nd
4 [RhCl(cod)]2 (2) 66c
5 Inline graphic
2d 		RhCl(PPh3)3 (2) Inline graphic
3Ad 		34c
6 [RhCl(cod)]2 (2) 77c
7 Inline graphic
2e 		[RhCl(cod)]2 (2) Inline graphic
3Ae 		98
8 Inline graphic
2f 		[RhCl(cod)]2 (2) Inline graphic
3Af 		nd
9 Inline graphic
2g 		[RhCl(cod)]2 (2) Inline graphic
3Ag 		59d
[E/Z = 93:7]e
10 Inline graphic
2h 		RhCl(PPh3)3 (2) Inline graphic
3Ah 		11d
11 [RhCl(cod)]2 (2) 20d
12 Inline graphic
2i 		[RhCl(cod)]2 (2) Inline graphic
4Ai 		27
[syn/anti = 18:82]b

aIsolated yield. bDiastereomeric ratio [syn/anti] after purification. cThe syn product was obtained as the sole product. dThe anti product was obtained as the sole product. eE/Z ratio by 1H NMR.