Aromatic Claisen Rearrangements of Benzyl Ketene Acetals: Conversion of Benzylic Alcohols to ( ortho ‐Tolyl)acetates
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چکیده
منابع مشابه
Reductive arene ortho-silanolization of aromatic esters with hydridosilyl acetals.
This work describes the design and application of a single-pot, reductive arene C-H silanolization of aromatic esters for synthesis of ortho-formyl arylsilanols. This strategy involves a sequence of two transition metal (Ir and Rh)-catalyzed reactions for reductive arene ortho-silylation directed by hydridosilyl acetals and hydrolysis.
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A simple method has been developed for the reductive deoxygenation of aromatic ketones and benzylic alcohols in the presence of polymethylhydrosiloxane (PMHS). The reductive deoxygenation of aromatic ketones and benzylic alcohols, including secondary alcohols, to the corresponding methylene hydrocarbons has been achieved in good to excellent yields using palladium chloride (PdCl2) as catalyst a...
متن کاملDoubly diastereoselective [3,3]-sigmatropic aza-Claisen rearrangements.
The doubly diastereoselective [3,3]-sigmatropic aza-Claisen rearrangement of silylketene aminals derived from 5-substituted (3S,4E,alphaR)-1-benzyloxy-3-[N-acyl-N-(alpha-methylbenzyl)amino]pent-4-enes furnishes 2,3-disubstituted (R)-N-alpha-methylbenzyl (2S,3R,4E)-7-benzyloxyhept-4-enamides in >90% de under the "matched" control of both stereogenic centres. Rearrangement of the "mismatched" dia...
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2016
ISSN: 1434-193X,1099-0690
DOI: 10.1002/ejoc.201601354