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. Author manuscript; available in PMC: 2020 May 1.
Published in final edited form as: Synthesis (Stuttg). 2019 Mar 12;51(10):2107–2115. doi: 10.1055/s-0037-1612217

Table 1.

On the Unique Nature of Silanediol 1a-Cu(OTf)2 Hybrid Catalysisa

graphic file with name nihms-1025193-t0017.jpg
Entry HBDb Lewis Acid Yield (%) ee (%)
1 1a Cu(OTf)2 92 72
2 1a Sc(OTf)3 95 9
3 1a In(OTf)2 88 10
4 1a CuOTf 10 31
5 1a CuCl 0 --
6 1a CuSO4 0 --
7 1b Cu(OTf)2 76 13
8 1c Cu(OTf)2 14 6
9 10 Cu(OTf)2 0 --
10 11 Cu(OTf)2 0 --
11 12 Cu(OTf)2 10 10
12 17 Cu(OTf)2 28 racemic
13 18 Cu(OTf)2 25 racemic
a

See the experimental sections for details of the procedures.

b

HBD = hydrogen bond donor.