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Enantiodifferentiating endo ‐Selective Oxylactonization of ortho ‐Alk‐1‐enylbenzoate with a Lactate‐Derived Aryl‐λ 3 ‐Iodane
Author(s) -
Fujita Morifumi,
Yoshida Yasushi,
Miyata Kazuyuki,
Wakisaka Akihiro,
Sugimura Takashi
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201003503
Subject(s) - hypervalent molecule , enantioselective synthesis , aryl , reagent , valine , chemistry , combinatorial chemistry , computer science , stereochemistry , alkyl , organic chemistry , amino acid , biochemistry , catalysis
It's the hype : The asymmetric synthesis of 3‐alkyl‐4‐oxyisochroman‐1‐one is achieved by oxylactonization of ortho ‐alk‐1‐enylbenzoate with a series of optically active hypervalent iodine(III) reagents prepared from lactate or valine as a chiral source (see scheme). The oxylactonization is highly regio‐, diastereo‐, and enantioselective.
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