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Organocatalytic Asymmetric Tandem Nazarov Cyclization/​Semipinacol Rearrangement: Rapid Construction of Chiral Spiro[4.4]nonane-1,6-diones

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NIAID Data Ecosystem2026-03-08 收录
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https://figshare.com/articles/dataset/Organocatalytic_Asymmetric_Tandem_Nazarov_Cyclization_Semipinacol_Rearrangement_Rapid_Construction_of_Chiral_Spiro_4_4_nonane_1_6_diones/2203723
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资源简介:
A novel organocatalytic asymmetric tandem Nazarov cyclization/​semi­pinacol rearrangement reaction using “unactivated” substrates has been developed, generating a series of chiral spiro[4.4]­nonane-1,6-diones in up to 96% yield and 97% enantiomeric excess. Significantly, it is the first direct example for asymmetric synthesis of cyclopentanones with four stereocenters using Nazarov cyclization. DFT calculations have been applied to understand the reaction mechanism, stereo­chemistry, and substituent effects.
创建时间:
2015-07-08
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