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Asymmetric deprotonation-substitution of n-pop-benzylamines using [rli/(-)-sparteine]. Enantioselective sequential reactions and synthesis of n-heterocycles

Author:
Oña Burgos, Pascual; Fernández de las Nieves, Ignacio; Roces Fernández, LauraUniovi authority; García-Granda, SantiagoUniovi authority; Torre Fernández, LauraUniovi authority; López Ortiz, Fernando
Publication date:
2008
Publisher version:
http://dx.doi.org/10.1021/ol801027p
Citación:
Organic Letters, 10(15), p. 3195-3198 (2008); doi:10.1021/ol801027p
Descripción física:
p. 3195-3198
Abstract:

Pop-directed asymmetric deprotonation of benzylic amines using [n-BuLi/(−)-sparteine] provides an efficient method for the synthesis of chiral NCα and NCα,α′ derivatives with total selectivity with respect to competing allylic and ortho lithiation. The method described herein offers a straightforward route of accessing chiral N-Pop-protected nitrogen heterocycles.

Pop-directed asymmetric deprotonation of benzylic amines using [n-BuLi/(−)-sparteine] provides an efficient method for the synthesis of chiral NCα and NCα,α′ derivatives with total selectivity with respect to competing allylic and ortho lithiation. The method described herein offers a straightforward route of accessing chiral N-Pop-protected nitrogen heterocycles.

URI:
http://www.ual.es/~ifernan/pdf/Org_Lett_2008_2.pdf
http://hdl.handle.net/10651/11469
ISSN:
1523-7060
Identificador local:

20080090

DOI:
10.1021/ol801027p
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