Very short highly enantioselective Grignard synthesis of 2,2-disubstituted tetrahydrofurans and tetrahydropyrans
نویسندگان
چکیده
منابع مشابه
Rh-catalyzed kinetic resolution of enynes and highly enantioselective formation of 4-alkenyl-2,3-disubstituted tetrahydrofurans.
Rh-catalyzed cycloisomerization of enynes ether with a substituent at the allylic position was examined using (rac)-BINAP, and excellent selectivity was observed. When enantiomerically pure BINAP was used as the ligand, a process that combines kinetic resolution and diastereoselectivity together was developed, in which an enantiomeric product with multiple stereogenic centers was obtained in >9...
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The difunctionalization of electron-enriched styrenes for the synthesis of substituted tetrahydrofurans and tetrahydropyrans in the presence of photoredox catalysts is described. The procedure is highlighted by its operational simplicity, low catalyst loadings (1 mol%), excellent stereoselectivity and mild reaction conditions.
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An efficient aminocatalytic enantioselective Michael addition of readily available cyclic hemiacetals to nitroolefins has been developed. The strategy serves as a powerful approach to synthetically valuable chiral 3-substituted tetrahydrofurans (THFs) and tetrahydropyrans (THPs). The synthetic utilities of the versatile Michael adducts also have been demonstrated in the synthesis of 2,3-disubst...
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A diastereo- and enantioselective CuH-catalyzed method for the preparation of highly functionalized indolines is reported. The mild reaction conditions and high degree of functional group compatibility as demonstrated with substrates bearing heterocycles, olefins, and substituted aromatic groups, renders this technique highly valuable for the synthesis of a variety of cis-2,3-disubstituted indo...
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A catalyst system able to perform highly enantioselective Cu-catalysed allylic alkylations with Grignard reagents is described.
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ژورنال
عنوان ژورنال: Chemical Science
سال: 2019
ISSN: 2041-6520,2041-6539
DOI: 10.1039/c9sc00978g