Gold-catalyzed cyclization of allenyl acetal derivatives
نویسندگان
چکیده
منابع مشابه
Gold-catalyzed cyclization of allenyl acetal derivatives
The gold-catalyzed transformation of allenyl acetals into 5-alkylidenecyclopent-2-en-1-ones is described. The outcome of our deuterium labeling experiments supports a 1,4-hydride shift of the resulting allyl cationic intermediates because a complete deuterium transfer is observed. We tested the reaction on various acetal substrates bearing a propargyl acetate, giving 4-methoxy-5-alkylidenecyclo...
متن کاملGold-catalyzed cyclization reactions of allenol and alkynol derivatives.
Although gold is chemically inert as a bulk metal, the landmark discovery that gold nanoparticles can be effective catalysts has opened up new and exciting research opportunities in the field. In recent years, there has been growth in the number of reactions catalyzed by gold complexes [gold(I) and gold(III)], usually as homogeneous catalysts, because they are soft Lewis acids. In addition, alk...
متن کاملGold-catalyzed heterocyclizations in alkynyl- and allenyl-β-lactams
New gold-catalyzed methods using the β-lactam scaffold have been recently developed for the synthesis of different sized heterocycles. This overview focuses on heterocyclization reactions of allenic and alkynic β-lactams which rely on the activation of the allene and alkyne component. The mechanism as well as the regio- and stereoselectivity of the cyclizations are also discussed.
متن کاملGold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers; synthesis of substituted 1,3-dienes.
Synthesis of substituted 1,3-dienes was achieved via gold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers. The N-heterocyclic carbene gold chloride catalyst (IPrAuCl) was superior in terms of activity and selectivity and afforded the 3,3-product in excellent yields. A proposed cation-π inter-action played a significant role in affecting the reaction rate.
متن کاملIntermolecular Hydroalkoxylation of N-Allenyl Sulfonamides with Oximes Catalyzed by Cationic Gold(I) Salts
Intermolecular hydroalkoxylation of N-allenyl sulfonamides with oximes is achieved under mild gold(I)-catalyzed conditions delivering allyloximino E-enesulfonamides stereoselectively in moderate to high yields. The products contain two important functionalities, imines and enesulfonamides, within one framework containing an oxygen bridge, and the reaction is made possible via a convenient metho...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2013
ISSN: 1860-5397
DOI: 10.3762/bjoc.9.202