Claisen Rearrangements of 6-Allyloxyfulvenes.
نویسندگان
چکیده
منابع مشابه
Doubly 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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The development of an enantioselective catalytic Claisen rearrangement1 remains an important yet elusive goal in chemical synthesis.2 With this objective in mind, we recently reported the acyl-Claisen rearrangement, a Lewis acid-catalyzed variant of the Bellus reaction3 that utilizes acid chlorides and allylic amines in the stereoselective synthesis of R,â-disubstituted-γ,δ-unsaturated carbonyl...
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α-Alkyl β-amino esters are available in high diastereoselectivity through a silicon-free Claisen enolate [3,3]-sigmatropic rearrangement of enamide esters. Optimisation studies have probed the crucial role of the initial enolisation and the nature of the enamide N-centre. The demonstration of chirality transfer and the formation of β-proline systems, is also presented.
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The coupling of rhodium carbenoids from vinyl diazoacetates with 2-thio-3-alkyl indoles was found to generate C(3) quaternary substituted indolines via a thionium ylide-initiated [3,3]-sigmatropic rearrangement.
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A study of the effect of substrate structure on a Claisen-aza-Cope reaction is presented including a rationalisation of the reaction outcome using DFT calculations. An asymmetric version of the reaction is also described that is of relevance to a proposed approach to the communesin family of natural products.
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ژورنال
عنوان ژورنال: Acta Chemica Scandinavica
سال: 1979
ISSN: 0904-213X
DOI: 10.3891/acta.chem.scand.33b-0256