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First total synthesis of (−)-diospongin B |
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| Authors: | S. Chandrasekhar T. Shyamsunder A. Prabhakar |
| Affiliation: | a Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India b Nuclear Magnetic Resonance Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
| Abstract: | The first total synthesis of (−)-diospongin B has been achieved starting from benzaldehyde using chiral allylation, a base catalyzed conjugate addition of an α,β-unsaturated ester and an intramolecular oxy-Michael reaction as the key steps in 16% overall yield. |
| Keywords: | Keck allylation Base catalyzed conjugate addition Intramolecular oxy-Michael reaction Diospongin B Substituted tetrahydropyran |
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