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Olefin‐Bond Chemodifferentiation through Cross‐Metathesis Reactions: A Stereocontrolled Approach to Functionalized β 2,3 ‐Amino Acid Derivatives
Author(s) -
Kardos Márton,
Kiss Loránd,
Haukka Matti,
Fustero Santos,
Fülöp Ferenc
Publication year - 2017
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/ejoc.201700064
Subject(s) - chemistry , cyclopentanes , olefin metathesis , metathesis , ruthenium , bicyclic molecule , olefin fiber , organic chemistry , catalysis , double bond , medicinal chemistry , polymerization , polymer
Substituted cyclopentanes or tetrahydrofurans bearing two vinyl groups have been investigated in cross‐metathesis reactions to explore chemodiscrimination of the two olefin bonds. The syntheses consisted of ring opening of constrained unsaturated β‐lactams or bicyclic β‐amino acids, followed by cross‐metathesis to test the chemodifferentiation of the divinyl‐substituted azetidinones or β‐amino esters in the presence of various ruthenium‐based catalysts.