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. 2015 Mar 6;6(5):2687–2704. doi: 10.1039/c5sc00280j

Table 2. The effect of a 3-O- and 6-O-acyl protection on the stereoselectivity of glucosylation a .

Inline graphic
Entry Donor Acceptor Yield, α/β ratio
1a 30 graphic file with name c5sc00280j-u3.jpg 89%, 5.3/1
2a 30 graphic file with name c5sc00280j-u4.jpg 93%, 11.2/1
3a 31 graphic file with name c5sc00280j-u5.jpg 93%, 16.4/1
4b 32 34 59%, 6.8/1
5c 33 35 96%, 5.9/1

aConditions: aMeOTf, CH2Cl2, AW-300, –35 → –15 °C; bTf2O, DTBMP, CH2Cl2, –78 → 0 °C; cMeOTf, CH2Cl2, AW-300, 20 °C.