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Novel Quinidine‐Derived Organocatalysts for the Asymmetric Substitutions of O ‐Boc‐Protected Morita–Baylis–Hillman Adducts
Author(s) -
Pei ChengKui,
Zhang XiuChun,
Shi Min
Publication year - 2011
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.201100501
Subject(s) - chemistry , adduct , yield (engineering) , baylis–hillman reaction , quinidine , organocatalysis , stereochemistry , enantioselective synthesis , stereocenter , organic chemistry , medicinal chemistry , catalysis , medicine , materials science , metallurgy , pharmacology
A series of novel quinidine‐derived organocatalysts was synthesized and utilized for the asymmetric substitution of O ‐Boc‐protected Morita–Baylis–Hillman adducts with various carbamates and tosylcarbamates, affording the corresponding products in good to high yields (up to 91 % yield) with moderate to high ee values (up to 96 % ee ) under mild conditions.