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Synthesis of psudoheliotridane via formal [3+2] annulation and ring-closing metathesis |
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| Authors: | Meng-Yang Chang Ru-Ting Hsu Pei-Pei Sun |
| Affiliation: | a Department of Applied Chemistry, National University of Kaohsiung, No. 700, Kaohsiung University Road, Kaohsiung 811, Taiwan, ROC b Department of Chemistry, National Sun Yat-Sen University, Kaohsiung 804, Taiwan, ROC |
| Abstract: | Base-induced coupling/cyclization stepwise [3+2] annulation of α-sulfonylacetamide with (Z)-2-bromoacrylates yielded polysubstituted pyroglutamates with three contiguous chiral centers with trans-trans orientation in a one-pot synthesis. The pyrrolizidine skeleton was obtained via the ring-closing metathesis (RCM) method. This facile strategy was used to synthesize psudoheliotridane. |
| Keywords: | Stepwise [3+2] annulation Ring-closing metathesis Psudoheliotridane |
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