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p-Benzyloxybenzylamine (BOBA) resin. A new polymer-supported amine used in solid-phase organic synthesis

✍ Scribed by Shū Kobayashi; Yoji Aoki

Book ID
104259905
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
237 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new type of polymer-supported amine, p-benzyloxybenzylamine (BOBA) resin, has been developed. BOBA resin is readily prepared from Merrifield' s resin in two steps. Polymer-supported imines prepared from aldehydes and BOBA resin reacted with silyl enolates in the presence of a catalytic amount of Yb(OTf) 3 to afford the corresponding adducts. Cleavage from the polymer support was carried out using TMSOTf or DDQ to give different types of products in good yields.

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