NHC-catalysed annulation of enals to tethered dienones: efficient synthesis of bicyclic dienes.
نویسندگان
چکیده
Homoenolates generated from α,β-unsaturated aldehydes using NHC catalysis underwent facile addition to dibenzylidene cyclohexanone to afford bicyclic cyclopentenes as single diastereomers.
منابع مشابه
Stereoselective synthesis of spirocyclopentanones via N-heterocyclic carbene-catalyzed reactions of enals and dienones.
Homoenolates generated from enals by nucleophilic heterocyclic carbene (NHC) catalysis undergo a conjugate addition/cyclization sequence with cyclic dienones, culminating in the efficient synthesis of spirocyclopentanones.
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A general and efficient method for the synthesis of polyhydroxylated pyrrolizidines and indolizidines has been developed based on the NHC-catalyzed cross-coupling of sugar-derived cyclic nitrones with enals, which afforded the key intermediates, γ-hydroxyl amino esters, in good to excellent yields. Thus, a variety of polyhydroxylated pyrrolizidines and indolizidines have been synthesized and as...
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The chiral N-heterocyclic carbene bearing a proximal hydroxy group derived from L-pyroglutamic acid was found to be an efficient catalyst for the [3+2] annulation of enals and isatins to give the corresponding spirocyclic oxindolo-γ-butyrolactones in good yield with good diastereo- and enantioselectivities.
متن کاملN-Heterocyclic carbene-catalyzed diastereoselective synthesis of β-lactone-fused cyclopentanes using homoenolate annulation reaction.
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 8 21 شماره
صفحات -
تاریخ انتشار 2010