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. 2023 Jul 7;14:4010. doi: 10.1038/s41467-023-39619-7

Table 1.

Reaction development and the control experimenta

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Entry Derivation from standard condition Yields of 3a (%) Yields of recovered donor (%) Yields of 4 (%)
1 None 96 - 99
2 No Sc(OTf)3 0 >95 0
3 Bi(OTf)3 as the catalyst 65 40 58
4 Zn(OTf)2 or Ca(OTf)2/nBu4NPF6 or B(C6F5)3 as catalyst 0 >95 0
5 TfOH as catayst complex mixture - NA
6 TMSOTf as catalyst <5 >95 <5
7 Ph3PAuNTf2 as catalyst 0 >95 0
8 4 Å MS instead of 5 Å MS 33 68 30
9 CH2Cl2 as the solvent 99 - 99
10 PhCH3 or PhCF3 or Et2O as solvent 96–97 - >95
11b glucose pentabenzoate 5 as donor trace >95 NA

aUnless otherwise specified, all reactions were performed with 1.2 equiv of 1a, 1.0 equiv of 2a (0.05 mmol) in the presence of the catalyst (0.1 equiv) and 5 Å MS in corresponding solvent (0.05 M, 1 mL) for 2–5 h at room temperature. The yield for 3a was based on 2a, and the yields for 4 and the recovered donor were based on the 1a. bCH2Cl2 was used as the solvent. Bz Benzoyl, Me Methyl, Tf Trifluoromethanesulfonyl, DCE 1,2-dichloroethane, nBu n-Butyl, TMS Trimethylsilyl, Ph Phenyl, MS Molecular sieve, Et Ethyl, NA Not applicable.