Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Enantioface-Differentiating Epoxidation of Alkylidenemalononitriles with Molecular Oxygen, catalyzed by Chiral Tertiary Amines
南條 勝美鈴木 邦夫関屋 実
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キーワード: asymmetric synthesis
ジャーナル フリー

1981 年 29 巻 2 号 p. 336-343

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The present paper describes the enantioface-differentiaing epoxidation of alkylidenemalononitriles with molecular oxygen, catalyzed by chiral tertiary amines. In the light of the by-product formation, the reaction path was concluded to involve intermolecular nucleophilic attack of a hydroperoxide intermediate catalyzed by a chiral tertiary amine. A similar epoxidation was demonstrated with cumylhydroperoxide in the presence of nicotine.

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© The Pharmaceutical Society of Japan
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