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Stereoselective cyclopropanation of 3-aryl-2-phosphonoacrylates induced by the (−)-8-phenylmenthyl group as a chiral auxiliary

✍ Scribed by Ryukichi Takagi; Minoru Nakamura; Miki Hashizume; Satoshi Kojima; Katsuo Ohkata


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
113 KB
Volume
42
Category
Article
ISSN
0040-4039

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Stereoselective formation of activated c
✍ Satoshi Kojima; Kouji Fujitomo; Yoshihiro Shinohara; Makoto Shimizu; Katsuo Ohka 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 78 KB

The reaction of various mono-substituted methylidenemalononitriles with (-)-8-phenylmenthyl a-pyridiniumacetate in the presence of base afforded the corresponding dicyanocyclopropane compounds with exclusive trans-selectivity and good diastereoselectivity (up to 86:14). The stereochemistry of the ma