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. 2014 Jan 8;74:388–397. doi: 10.1016/j.ejmech.2013.12.055

Table 1.

Coupling of 2-ONN derivatives 1ac with different organohalides.

Entry Deriv.a Coupling agent Producta,b % Yieldc
1 1ac graphic file with name fx2.gif graphic file with name fx3.gif 2a: 66
2b: 58
2c: 62
2 1ac graphic file with name fx4.gif graphic file with name fx5.gif 3a: 87
3b: 70
3c: 51
3 1a graphic file with name fx6.gif graphic file with name fx7.gif 66
4 1a graphic file with name fx8.gif graphic file with name fx9.gif 80
5 1b,c graphic file with name fx10.gif graphic file with name fx11.gif 6b: 57
6c: 53
6 1ac graphic file with name fx12.gif Inline graphicd 7a: 76
7b: 62
7cAc: 45
7 1ac graphic file with name fx14.gif graphic file with name fx15.gif 8a: 74
8b: 88
8c: 82
8 1a graphic file with name fx16.gif graphic file with name fx17.gif 82
9 1a graphic file with name fx18.gif graphic file with name fx19.gif 73
a

a: Ar = Py; Ar′ = PhCl, b: Ar = Th; Ar′ = PhPr, c: Ar = Ar′ = Th.

b

Glc: glucosyl, Gal: galactosyl, Lac: lactosyl.

c

Coupling yield before deprotection.

d

Coupling product was not deacetylated for 7cAc.