Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 26, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202200085
Keywords
Alkaloids; Cycloaddition; Cyclobutene; Rearrangement; Total Synthesis
Categories
Funding
- National Natural Science Foundation of China [21871098, 22071064, 21672073]
- National Program on Key Research Project [2016YFA0602900]
- SCUT
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A concise total synthesis of (+/-)-myrioneurinol has been achieved in 14 steps. The highly strained cyclobutene was prepared through an efficient AgSbF6/t-BuCl-catalyzed intramolecular [2+2] cycloaddition reaction, which was then used in combination with a subsequent retro-Mannich fragmentation/Mannich reaction to efficiently construct the tricyclic core of myrioneurinol.
A concise total synthesis of (+/-)-myrioneurinol has been achieved in 14 steps. An efficient AgSbF6/t-BuCl-catalyzed intramolecular [2+2] cycloaddition reaction of the alkynone-tethered enamine was developed to prepare the highly strained cyclobutene. It was used in combination with a subsequent retro-Mannich fragmentation/Mannich reaction to efficiently construct the tricyclic core of myrioneurinol.
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