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(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 12, Issue -, Pages 462-495

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.12.48

Keywords

multiple chiral centers; organocatalysis; six-membered ring; thiourea; urea

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Organocatalysis, now running its second decade of life, is being considered one of the main tools a synthetic chemist has to perform asymmetric catalysis. In this review the synthesis of six-membered rings, that contain multiple chiral centers, either by a ring closing process or by a functionalization reaction on an already existing six-membered ring, utilizing bifunctional (thio)ureas will be summarized. Initially, the use of primary amine-thioureas as organocatalysts for the above transformation is being discussed, followed by the examples employing secondary amine-thioureas. Finally, the use of tertiary amine-thioureas and miscellaneous examples are presented.

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