Alkylation of Rink's amide linker on polystyrene resin: A reductive amination approach to modified amine-linkers for the solid phase synthesis of N-substituted amide derivatives | Health & Environmental Research Online (HERO)

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HERO ID

6763228

Reference Type

Journal Article

Title

Alkylation of Rink's amide linker on polystyrene resin: A reductive amination approach to modified amine-linkers for the solid phase synthesis of N-substituted amide derivatives

Author(s)

Brown, EG; Nuss, JM; ,

Year

1997

Is Peer Reviewed?

Journal

Tetrahedron Letters
ISSN: 0040-4039
EISSN: 1873-3581

Publisher

PERGAMON-ELSEVIER SCIENCE LTD

Location

OXFORD

Volume

Issue

Page Numbers

8457-8460

Language

English

DOI

10.1016/S0040-4039(97)10279-9

Web of Science Id

WOS:A1997YG78500008

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-0030700807&doi=10.1016%2fS0040-4039%2897%2910279-9&partnerID=40&md5=419380548317847d27728a2a391d0506
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Abstract

Reductive amination of aldehydes and ketones using sodium cyanoborohydride and Rink's 4-(2',4'-dimethoxyphenyl-aminomethyl)-phenoxymethyl-linked polystyrene resin [Rink's amine linker on copoly-(styrene-1%-divinylbenzene)](1) 2 affords high yields of linker-bound, N-alkyl amines with excellent chemical selectivity. Subsequent coupling with acid derivatives gave derivatized N-substituted amides in excellent yields after cleavage from the solid-support. (C) 1997 Elsevier Science Ltd.