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Back Cover: Widely Applicable Synthesis of Enantiomerically Pure Tertiary Alkyl‐Containing 1‐Alkanols by Zirconium‐Catalyzed Asymmetric Carboalumination of Alkenes and Palladium‐ or Copper‐Catalyzed Cross‐Coupling (Chem. Asian J. 8/2013)
Author(s) -
Xu Shiqing,
Lee ChingTien,
Wang Guangwei,
Negishi Eiichi
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201390028
Subject(s) - alkyl , chemistry , zirconium , enantioselective synthesis , enantiomer , catalysis , isomerization , palladium , enantiomeric excess , chirality (physics) , medicinal chemistry , organic chemistry , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model
Asymmetric Synthesis A highly enantioselective and widely applicable method for the synthesis of various chiral 2‐alkyl‐1‐alkanols, especially those of feeble chirality, has been developed by Ei‐ichi Negishi et al. In their Full Paper on page 1829 ff. , featured on the Back Cover, the authors report that the ( S )‐ or ( R )‐enantiomer of 3‐iodo‐2‐alkyl‐1‐alkanols (1), prepared by the zirconium‐catalyzed asymmetric carboalumination of alkenes (ZACA) reaction of allyl alcohol, can be readily purified to the ≥99% ee level by lipase‐catalyzed acetylation. Thus, a variety of chiral 2‐alkyl‐1‐alkanols can now be synthesized in high enantiomeric purity (≥99% ee) by Pd‐ or Cu‐catalyzed cross‐coupling of ( S )‐1 or ( R )‐2 for introduction of various primary, secondary, and tertiary carbon groups with essentially no enantiomeric isomerization.