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Total Synthesis of Hirsutellone B via Ullmann-Type Direct 13-Membered Macrocyclization

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journal contribution
posted on 02.12.2011, 00:00 by Hiromi Uchiro, Ryo Kato, Yuuki Arai, Miki Hasegawa, Yu Kobayakawa
Total synthesis of Hirsutellone B has been achieved by a convergent synthetic strategy. This synthesis features direct construction of the highly strained 13-membered macrocycle of Hirsutellone B utilizing the Ullmann-type reaction. To the best of our knowledge, this is the first application of macrocyclization utilizing an intramolecular Ullmann-type reaction between an aliphatic alcohol and aryl halide.