Organocatalytic asymmetric α-functionalizations of β-ketoesters with hypervalent iodine-based reagents and catalysts
نویسندگان
چکیده
منابع مشابه
Asymmetric Synthesis with Hypervalent Iodine Reagents.
This chapter describes recent developments in stereoselective synthesis using hypervalent iodine reagents.
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The functionalization of carbonyl compounds in the α-position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or "umpolung", we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings all...
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An efficient thioamination of alkenes mediated by iodine(III) reagents is described. The use of different sulfur nucleophiles allows the flexible synthesis of 1,2-aminothiols from alkenes. By employing chiral iodine(III) reagents, a stereoselective version of the thioamination protocol has also been developed.
متن کاملStereoselective Ketone Rearrangements with Hypervalent Iodine Reagents.
The first stereoselective version of an iodine(III)-mediated rearrangement of arylketones in the presence of orthoesters is described. The reaction products, α-arylated esters, are very useful intermediates in the synthesis of bioactive compounds such as ibuprofen. With chiral lactic acid-based iodine(III) reagents product selectivities of up to 73 % ee have been achieved.
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ژورنال
عنوان ژورنال: Arkivoc
سال: 2021
ISSN: ['1551-7012', '1551-7004']
DOI: https://doi.org/10.24820/ark.5550190.p011.612