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Review
. 2017 Mar;17(3):287-311.
doi: 10.1002/tcr.201600088. Epub 2016 Oct 4.

Lewis Base Catalyzed Stereo- and Regioselective Bromocyclization

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Review

Lewis Base Catalyzed Stereo- and Regioselective Bromocyclization

Matthew H Gieuw et al. Chem Rec. 2017 Mar.

Abstract

Oxygen- and nitrogen-containing heterocyclic compounds are widely recognized as key components in many natural products and biologically relevant molecules, but often the problem comes down to methodologies in synthesizing them. Halocyclization of olefinic substrates is a promising strategy in the construction of O- and N-heterocyclic compounds, which further signifies the development of their asymmetric variants. Over the past years, our group has been devoted to this particular area of asymmetric electrophilic halocyclization with chalcogen-containing molecules as catalysts. In this account, the main focus is on the development of our novel chiral catalysts and applications derived from the reaction products.

Keywords: Lewis bases; asymmetric catalysis; cyclization; lactones; organocatalysis.

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