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Closed Access item β-Lactams derived from phenylalanine and homologues: effects of the distance between the aromatic rings and the α-stereogenic reactive center on the memory of chirality

Authors:Bonache de Marcos, María Ángeles
Cativiela, Carlos
García-López, María Teresa
González-Muñiz, Rosario
Issue Date:Aug-2006
Publisher:Elsevier
Citation:Tetrahedron Letters 47(··): 5883-5887 (2006)
Abstract:The enantioselectivity in the base-promoted cyclization of N-chloroacetyl derivatives of Phe, Phg, and Hph is dependent on the side-chain length, with the best results for Phg analogues (up to 74% ee). In contrast, shortening of the N-substituent, from a (p-methoxy)benzyl group to a (p-methoxy)phenyl moiety, led to a decrease in selectivity.
Description:5 pages, 1 table, 2 schemes.
Publisher version (URL):http://dx.doi.org/10.1016/j.tetlet.2006.06.057
URI:http://hdl.handle.net/10261/19700
ISSN:0040-4039
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Appears in Collections:(IQM) Artículos
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