化学
对映选择合成
环加成
环丙烷
非对映体
四氢呋喃
催化作用
芳基
有机化学
立体化学
戒指(化学)
烷基
溶剂
作者
Andrew T. Parsons,Jeffrey S. Johnson
摘要
A highly diastereoselective dynamic kinetic asymmetric transformation of racemic 1,1-cyclopropane diesters to prepare enantioenriched tetrahydrofuran (THF) derivatives has been developed. Asymmetric [3 + 2] cycloaddition of activated donor-acceptor (D-A) cyclopropanes and aldehydes catalyzed by ((t)Bu-pybox)MgI(2) gives THF products in good to excellent yields (48-92%) as single diastereomers with er's up to 97:3. Aryl, cinnamyl, and aliphatic aldehydes are competent dipolarophiles for this transformation.
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