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Exploiting Self‐Assembly for Ligand‐Scaffold Optimization: Substrate‐Tailored Ligands for Efficient Catalytic Asymmetric Hydroboration
Author(s) -
Moteki Shin A.,
Takacs James M.
Publication year - 2008
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.200703127
Subject(s) - hydroboration , chemistry , ligand (biochemistry) , combinatorial chemistry , substituent , scaffold , substrate (aquarium) , catalysis , norbornadiene , chiral ligand , styrene , enantioselective synthesis , stereochemistry , organic chemistry , copolymer , computer science , biochemistry , oceanography , receptor , database , geology , polymer
Mix and match : A self‐assembled ligand library ( SAL XY ) affords a wide range of R / S ratios in Rh‐catalyzed asymmetric hydroboration (see scheme; nbd=2,5‐norbornadiene, R* is a chiral substituent). Ligand‐scaffold optimization reveals “substrate‐tailored” ligands that afford high regio‐ and enantioselectivity for a variety of ortho ‐substituted styrene derivatives.
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