Total synthesis of (+)-valienamine and (−)-1-epi-valienamine via a highly diastereoselective allylic amination of cyclic polybenzyl ether using chlorosulfonyl isocyanate |
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| Authors: | Qing Ri Li Seung In KimSook Jin Park Hye Ran YangA Reum Baek In Su KimYoung Hoon Jung |
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| Affiliation: | School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea |
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| Abstract: | The total synthesis of (+)-valienamine and (−)-1-epi-valienamine was concisely accomplished from readily available d-glucose via a highly diastereoselective amination of chiral benzylic ether using chlorosulfonyl isocyanate, intramolecular olefin metathesis, and diastereoselective reduction of cyclic enone using l-Selectride as the key steps. |
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| Keywords: | Valienamine Chlorosulfonyl isocyanate Amination Asymmetric Carbasugar |
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