HIGHLY ENANTIOSELECTIVE CATALYTIC DIELS-ALDER ADDITION PROMOTED BY A CHIRAL BIS(OXAZOLINE)-MAGNESIUM COMPLEX

HIGHLY ENANTIOSELECTIVE CATALYTIC DIELS-ALDER ADDITION PROMOTED BY A CHIRAL BIS(OXAZOLINE)-MAGNESIUM COMPLEX
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DOI:
10.1016/s0040-4039(00)61781-1
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发表时间:
1992-11-03
影响因子:
1.8
通讯作者:
ISHIHARA, K
ISHIHARA, K
中科院分区:
化学4区
文献类型:
--
作者:
COREY, EJ;ISHIHARA, K

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新的手性双(恶唑啉)配体8已经由(S)-苯基甘氨酸合成,并且已经被证明与碘化铁、碘化镁或四苯基硼酸镁组合形成对映选择性Diels-Alder加成的有效催化剂。在镁体系中,亲二烯体3-丙烯酰基-1,3-恶唑烷-2-酮(4)的催化活化涉及四面体配位的镁形成双正配合物(10)。
The new chiral bis(oxazoline) ligand 8 has been synthesized from (S)-phenylglycine and has been shown to form effective catalysts for enantioselective Diels-Alder addition in combination with ferric iodide, magnesium iodide or magnesium tetraphenylborate. Catalytic activation of the dienophile, 3-acryloyl-1,3-oxazolidine-2-one (4), in the magnesium system is proposed to involve tetrahedrally coordinated magnesium in a dipositive complex (10).