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Synlett 2018; 29(02): 157-168
DOI: 10.1055/s-0036-1590923
DOI: 10.1055/s-0036-1590923
account
Construction of Benzylic Stereogenic Carbon Centers through Enantioselective Arylation Reactions
Financial support from the National Natural Science Foundation of China (21372202, 21502169, and 21522207) and the Natural Science Foundation of Zhejiang Province (LR14B020001 and LQ15B020003) is acknowledged.Weitere Informationen
Publikationsverlauf
Received: 17. Juli 2017
Accepted after revision: 11. September 2017
Publikationsdatum:
20. Oktober 2017 (online)
Abstract
Compounds bearing chiral benzylic stereocenters are important and frequently occur in natural products and drug molecules. In this account, we discuss our recent results on the construction of benzylic stereogenic centers based on enantioselective arylation and related domino sequences, mainly including asymmetric Friedel–Crafts alkylation reactions and asymmetric Heck reactions.
1 Introduction
2 The Catalytic Asymmetric Friedel–Crafts Alkylation Reaction
2.1 Reactions of Electron-Deficient Alkenes
2.2 Reactions of Active Ketimines
2.3 Reactions of Nitrones
2.4 Reactions of Aziridines
3 The Asymmetric Heck Reaction
3.1 Dearomative Heck Reactions and Related Domino Sequences
3.2 Heck Reactions of in situ Formed Enamines
4 Conclusion and Outlook
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For selected examples of asymmetric reactions catalyzed by gold/chiral phosphoric acids, see:
For reviews of enantioselective dearomatization reactions, see: