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. 2004 Apr 5;101(15):5476–5481. doi: 10.1073/pnas.0307870101

Table 8.

Asymmetric Mukaiyama aldol reactions using 3-I-ZrMS

graphic file with name zpq016044514t8s1.jpg

Entry 1; R1 Si enolate Yield, % syn/anti ee, % (anti)
1 Ph (5a) 2a 92 94
2 Ph (5a) 2b Quant. 92
3* Ph (5a) 2b 97 94
4 Ph (5a) 2f Quant. 5/95 99
5 p-MeOC6H4 (5b) 2f 80 5/95 94
6 p-ClC6H4 (5c) 2f Quant. 8/92 95
7 PhCH=CH (5d) 2f 94 16/84 98
8 PhCH2CH2 (5e) 2f 65 15/85 87

Quant., quantitative.

*

Catalyst (10 mol %) was used.