Asymmetric synthesis of (+)-geranyllinaloisocyanide: assignment of absolute stereochemistry |
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| Authors: | Ichikawa Yoshiyasu Matsuda Yasunori Okumura Ken Nakamura Mitsuhiro Masuda Toshiya Kotsuki Hiyoshizo Nakano Keiji |
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| Institution: | Faculty of Science, Kochi University, Akebono-cho, Kochi, Japan. ichikawa@kochi-u.ac.jp |
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| Abstract: | The first nonracemic synthesis of (+)-geranyllinaloisocyanide, starting with (-)-lactic acid methyl ester, has been accomplished by exploiting a 3.3] sigmatropic rearrangement of allyl cyanate. The synthesis enables assignment of the S configuration of the C(3) isocyano substituted, quaternary stereogenic center in natural geranyllinaloisocyanide. |
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