Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines
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Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines

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Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines

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De Munck, Lode; Vila Descals, Carlos; Muñoz, M. Carmen; Pedro, José Ramón
This document is a artículoDate2016
A catalytic highly enantioselective aza‐Reformatsky reaction with cyclic aldimines and ketimines for the synthesis of chiral β‐amino esters with good yields and excellent enantioselectivities is reported. A readily available diaryl prolinol is used as a chiral ligand, ZnMe2 as a zinc source and ethyl iodoacetate as reagent in the presence of air atmosphere. The reaction with cyclic ketimines generates a quaternary stereocenter with excellent levels of enantioselectivity. Furthermore, five‐membered N‐sulfonyl ketimines were used as electrophiles with good enantiomeric excesses, under the optimized reaction conditions. Moreover, several chemical transformations were performed with the chiral β‐amino esters.

    De Munck, Lode Vila Descals, Carlos Muñoz, M. Carmen Pedro, José Ramón 2016 Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines Chemistry-A European Journal 22 17590 17594
https://doi.org/10.1002/chem.201604606

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