Towards the Synthesis of 3‐Silapiperidines | Zendy

Blaszykowski Christophe | Zendy; Brancour Célia | Zendy; Dhimane AnneLise | Zendy; Fensterbank Louis | Zendy; Malacria Max | Zendy

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Towards the Synthesis of 3‐Silapiperidines

Author(s) -

Blaszykowski Christophe,

Brancour Célia,

Dhimane AnneLise,

Fensterbank Louis,

Malacria Max

Publication year - 2009

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200801197

Subject(s) - chemistry , nucleophilic substitution , chloride , nucleophile , substitution reaction , combinatorial chemistry , key (lock) , total synthesis , stereochemistry , organic chemistry , catalysis , ecology , biology

A straightforward and unprecedented method towards the synthesis of 3‐silapiperidines is described. The key step involves a formal double nucleophilic substitution reaction between the (bromomethyl)dimethylsilyl chloride and a N , C ‐sp 2 ‐ 1,4‐dianionic species generated from N ‐monoprotected allylamines. Subsequent functionalizations are also presented.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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