By Keiji Maruoka
Edited by way of the top specialist at the subject, this is often the 1st ebook to offer the most recent advancements during this fascinating box. along the theoretical features, the head individuals supply sensible protocols to provide readers extra very important info in a different way unavailable. A needs to for each artificial chemist in academia and undefined.
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Extra info for Asymmetric Phase Transfer Catalysis
20) . This reaction can accommodate a wide range of substrates, including ﬁve-, six-, seven-membered and aromatic conjugated ketoesters. When the electron-withdrawing group is an allyloxy carbonyl moiety, its facile removal under Pd catalysis gives a-ethynyl products. 20 Direct asymmetric alkynylation and proposed reaction pathway. 21 Asymmetric aromatic substitution using fluorobenzenes. (catalytic vinylic and acetylenic substitution) provide easy accesses to highly functionalized asymmetric quaternary allylic and propargylic stereocenters, and clearly enhance the value of asymmetric phase-transfer catalysis as one of the more powerful synthetic tools.
Cinchona alkaloids, of course, have occupied the central position in the design of chiral PTCs. , aryl-methyl halides), a basic series of PTCs can be readily prepared. Cinchona alkaloid-derived PTCs have proved their real value in many types of catalytic asymmetric synthesis, including: a-alkylation of modiﬁed a-amino acids for the synthesis of higher-ordered a-amino acids , a-alkylation of Asymmetric Phase Transfer Catalysis. Edited by Keiji Maruoka Copyright Ó 2008 WILEY-VCH GmbH & Co. 1 The representative cinchona alkaloids.
33]. Corey et al. achieved over 90% ee by using their catalyst with KOCl at –40 C . 13) . 14). The addition of acetic acid is quite important for the reaction to proceed, and highly functionalized tetrahydrofurans are obtained in a range of 58 to 75% ee, in diastereoselective manner . Another oxidative transformation using KMnO4 with a chiral ammonium salt has been investigated. 13 Direct conversion of allylic alcohols to epoxyketones. 14 Asymmetric oxidative cyclization of 1,5-dienes.