- Diastereoselective Synthesis of Highly Substituted Tetrahydrofurans by Pd-Catalyzed Tandem Oxidative Cyclization-Redox Relay Reactions Controlled by Intramolecular Hydrogen Bonding
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Palladium-catalyzed oxidative cyclization of alkenols provides a convenient entry into cyclic ethers but typically proceeds with little or no diastereoselectivity for cyclization of trisubstituted olefins to form tetrahydrofurans due to the similar energi
- Brooks, Joshua L.,Xu, Liping,Wiest, Olaf,Tan, Derek S.
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- Formation of C(sp3)-C(sp3) Bonds by Palladium Catalyzed Cross-Coupling of α-Diazoketones and Allylboronic Acids
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Palladium catalyzed cross-coupling of allylboronic acids with α-diazoketones was studied. The reaction selectively affords the linear allylic product. The reaction proceeds with formation of a new C(sp3)-C(sp3) bond. The reaction was
- Belhomme, Marie-Charlotte,Wang, Dong,Szabó, Kálmán J.
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supporting information
p. 2503 - 2506
(2016/06/09)
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- A two-step mimic for direct, asymmetric bromonium- and chloronium-induced polyene cyclizations
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Although direct, asymmetric, halonium-induced cyclizations have proven difficult to achieve in the absence of enzymes, this report provides a two-step alternative based on reacting polyenes with chiral mercury(II) complexes to afford a number of polycyclic organomercurials that can be subsequently converted, with retention, into their corresponding chlorine, bromine, and iodine derivatives in good yield and enantioselectivity. A five-step asymmetric total synthesis of the natural product 4-isocymobarbatol is also described.
- Snyder, Scott A.,Treitler, Daniel S.,Schall, Andreas
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experimental part
p. 4796 - 4804
(2010/08/07)
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- Boron trifluoride-catalyzed reaction of alkyl fluoride with silyl enolate, allylsilane, and hydrosilane
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Alkylation of silyl enolates with tert-alkyl or allylic fluorides proceeds smoothly in the presence of a catalytic amount of boron trifluoride to afford the corresponding carbonyl compounds. Allylation and reduction of alkyl fluorides with allylsilane and hydrosilane, respectively, occur under BF 3 catalysis.
- Hirano, Koji,Fujita, Kazuya,Yorimitsu, Hideki,Shinokubo, Hiroshi,Oshima, Koichiro
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p. 2555 - 2557
(2007/10/03)
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