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A general method has been developed for the asymmetric synthesis of 3-vinylidene tetrahydropyrans and 3-vinylidene oxepanes based on the Lewis acid-catalyzed intramolecular reactions of oxocarbenium ions with propargylsilanes. The observed excellent diastereoselectivity and a high asymmetric induction offer a new synthetic method with a wide scope and generality. 相似文献
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J.S. Yadav B.V. Subba Reddy B. Anusha U.V. Subba Reddy V.V. Bhadra Reddy 《Tetrahedron letters》2010,51(21):2872-4381
The synthesis of symmetrical 2,6-disubstituted 4-fluorotetrahydropyran derivatives has been achieved using HBF4·OEt2 via a tandem allylation and Prins cyclization. This is a highly efficient and diastereoselective approach for the preparation of 4-fluorotetrahydropyrans in a single step. The use of readily available and easy to handle reagent HBF4·OEt2 makes this method simple, convenient and practical. 相似文献
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J.S. Yadav G. Narasimhulu N. Mallikarjuna Reddy B.V. Subba Reddy 《Tetrahedron letters》2010,51(12):1574-6568
A simple and efficient total synthesis of five-membered pyrrolidine, (+)-pseudohygroline is described. The key steps involved in this synthesis are highly stereoselective Prins cyclisation followed by reductive ring opening and hydroboration. 相似文献
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M. Somi Reddy 《Tetrahedron》2007,63(45):11011-11015
The synthesis of simplactone B has been achieved through a series of nine steps in 85% overall yield using Prins cyclisation as the key step with high stereochemical control. 相似文献
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Reactions of homoallylic alcohols with aldehydes in the presence of acid catalysts gave multisubstituted tetrahydropyrans with the creation of one to three new stereogenic centres in a single-pot process. The utility of this approach is extended to the enantioselective syntheses of (+)-prelactones B, C and V. 相似文献
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Zhaohong Lu Ming Yang Pengxi Chen Xiaochun Xiong Prof. Dr. Ang Li 《Angewandte Chemie (International ed. in English)》2014,53(50):13840-13844
A unified and bioinspired oxidative cyclization strategy was used in the first total syntheses of naturally occurring 12‐epi‐hapalindole Q isonitrile, hapalonamide H, deschloro 12‐epi‐fischerindole I nitrile, and deschloro 12‐epi‐fischerindole W nitrile, as well as the structural revision of the latter. Hapalindoles H and Q were also synthesized. 相似文献