Metal carbene N-H insertion of chiral alpha,alpha '-dialkyl alpha-diazoketones. A novel and concise method for the stereocontrolled synthesis of fully substituted azetidines

Artículos de revistas

Registro en:

Tetrahedron Letters. Pergamon-elsevier Science Ltd, v. 45, n. 17, n. 3355, n. 3358, 2004.

0040-4039

WOS:000220937100005

10.1016/j.tetlet.2004.03.036

http://www.repositorio.unicamp.br/jspui/handle/REPOSIP/56569

http://www.repositorio.unicamp.br/handle/REPOSIP/56569

http://repositorio.unicamp.br/jspui/handle/REPOSIP/56569

http://repositorioslatinoamericanos.uchile.cl/handle/2250/1281021

Autor

Burtoloso, ACB

Correia, CRD

Institución

Universidade Estadual de Campinas (Brasil)

Resumen

The syntheses of all cis substituted azetidines were accomplished in few steps from L-serine in modest to high yields. The key step was based on a rhodium or copper carbenoid N-H insertion of alpha,alpha'-dialkyl-alpha-diazoketones to furnish cis-2,4-dialkyl-azetidin-3-ones as the only observable diastereoisomers. (C) 2004 Elsevier Ltd. All rights reserved.

45

17

3355

3358

Materias

Sponge Penares Sp

Asymmetric-synthesis

Stereoselective-synthesis

Azetidin-3-ones

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