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Small Libraries of Polymer‐Supported Amino Alcohols: An Application to the Enantioselective Reduction of Acetophenone by LAH
Author(s) -
Altava B.,
Burguete M. I.,
GarcíaVerdugo E.,
Luis S. V.,
Pozo O.,
Salvador Rosa V.
Publication year - 1999
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/(sici)1099-0690(199909)1999:9<2263::aid-ejoc2263>3.0.co;2-2
Subject(s) - chemistry , acetophenone , steric effects , enantioselective synthesis , reagent , combinatorial chemistry , organic chemistry , conjugated system , derivative (finance) , amino acid , polymer , catalysis , biochemistry , financial economics , economics
Starting from simple amino acid esters and Merrifield resins, a small library of polymer‐bound chiral‐β‐amino alcohols can be prepared. By reaction with LiALH 4 the corresponding chiral reducing agents are obtained, having structural variations at both the α and β positions. All supported reagents are able to reduce acetophenone to 1‐phenylethanol. Enantioselectivity is observed when the steric hindrance in the chiral fragment is increased. Best results are obtained for the supported derivative of α,α‐diphenyl phenylalaninol.