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. Author manuscript; available in PMC: 2021 Aug 12.
Published in final edited form as: Chem Rev. 2020 Jul 5;120(15):7104–7151. doi: 10.1021/acs.chemrev.0c00243

Table 6.

Coupling of Benzoxazolyl Thioglycosides to 1,2;3,4-Di-O-isopropylidenegalactopyranose with Activation by Cu(OTf)2 in CH2Cl2 at Room Temperaturea

Entry Donor Product, % yield, β:α ratio
1 graphic file with name nihms-1606546-t0009.jpg graphic file with name nihms-1606546-t0010.jpg
2 graphic file with name nihms-1606546-t0011.jpg graphic file with name nihms-1606546-t0012.jpg
3 graphic file with name nihms-1606546-t0013.jpg graphic file with name nihms-1606546-t0014.jpg
4 graphic file with name nihms-1606546-t0015.jpg No reactio (95% recovered donor)
a)

ROH = 1,2;3,4-di-O-ispropylidene-α-D-galactopyranose