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Stereoselective Synthesis of Six-Membered Carbocycles


This chapter reviews some selected recent advances regarding the rapid synthesis of six-membered carbocycles based on stereoselective multiple bond-forming transformations (MBFTs). The synthesis of six-membered carbocycles, which are subunits of a large variety of complex molecules, noticeably natural products, has long been pursued by organic chemists. Besides Diels\textendash Alder cycloadditions, a large variety of other MBFTs to reach such cycles has been developed over the past years. Metal-mediated cycloadditions and cycloisomerizations, radical transformations, and cascades are part of the most efficient methods to construct multiple carbon\textendash carbon bonds and six-membered rings in a single operation and, in most cases, in a chemo, regio, and stereoselective manner. The advent and the development of the organocatalysis by using stable and easily accessible organic catalysts have opened new complementary methodologies to radical and organometallic approaches and have offered alternative approaches for accomplishing the synthesis of complex molecules.
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hal-02891140 , version 1 (06-07-2020)



Muriel Amatore, Corinne Aubert, Marion Barbazanges, Marine Desage-El Murr, Cyril Ollivier. Stereoselective Synthesis of Six-Membered Carbocycles. Bonne, Damien and Rodriguez, Jean-Antoine. Stereoselective Multiple Bond-Forming Transformations in Organic Synthesis, John Wiley & Sons, Inc, pp.185--210, 2015, 978-1-119-00622-0. ⟨10.1002/9781119006220.ch7⟩. ⟨hal-02891140⟩
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