. Author manuscript; available in PMC: 2013 Dec 2.

Published in final edited form as: Tetrahedron. 2012 Dec 2;68(48):10030–10039. doi: 10.1016/j.tet.2012.09.032

Table 1.

Protection of phenol-formaldehyde oligomers, 18.


Entry	Phenol- Formaldehyde oligomer	n	Conditions	Starting material 18 (%)	MonoTBDPS 19 (%)	DiTBDPS 20 (%)
1	18a	1	1 eq TBDPSCl 1eq imidazole rt 14h	19	53	11
2	18a	1	2 eq TBPSCl 4 eq imidazole rt 24h	^a	23	51
3	18a	1	3 eq TBDPSCl 3 eq imidazole rt 1 d, 50°C 1 d	^a	trace	65
4	18b	2	1 eq TBDPSCl 1.5 eq imidazole 6h rt	35	42	14
5	18b	2	2 eq TBDPSCl 3 eq imidazole 16h rt	^a	^a	96

In these runs, only the major products were isolated.