Boba resin

Benzyloxybenzylamine (BOBA) 48 is a new class of an amine support and was prepared from Merrifield resin in two steps [56]. BOBA resin was treated with an aldehyde in the presence of an acid to give an imine that subsequently reacted with Yb(OTf)3-catalyzed silyl enolates (Scheme 18). Cleavage with trimethylsilyl triflate (TMSOTf) or 2,3-dichloro-5,6-dicyano-l,4-benzoquinone (DDQ) gave either phenols or amines, respectively. 

Kobayashi S, Aoki Y. />-Benzyloxybenzylamine (BOBA) resin. A new polymer-supported amine used in solid-phase organic synthesis. Tetrahedron Lett 1998 39 7345-7348. 

The properties of the /7-benzyloxybenzylamine (BOBA) resin 7e have been reported. Support 7e forms imines that undergo aldol reactions with silyl enol ethers and the resulting y-ketoamines can be cleaved oxidatively using 2,3-dichloro-5,6-dicyano-l,4-benzoquinone (DDQ). In contrast, treatment of the support with triflic acid (TfOH) or trimethylsilyltriflate (TMSOTf) resulted in cleavage at the benzylic ether group of 7e affording... 

BEMP resin Resin 2-ferf-Butylimino-2-diethylamino-l,3-dimethyl-perhydro-1,3,2-diazaphosphorine immobilized on polystyrene resin BOBA Benzyloxybenzyl amine... 

---