4.8 Article

Catalytic, Asymmetric Total Synthesis of (+)-?-, (+)-?-, (+)-?-, and(-)-?-Lycorane

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ORGANIC LETTERS
卷 24, 期 15, 页码 2905-2909

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00905

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  1. National Natural Science Foundation of China [21971249, 22171274, 22001256]
  2. Key Research Program of the Frontier Sciences of the CAS [ZDBS-LY-SM030]

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The first collectively asymmetric total synthesis of all members of lycorane has been achieved via a catalytic method. The key step of this synthesis involves an asymmetric, stereodivergent Ir/amine dual catalytic alpha-allylation of 2-phthalimidoacetaldehyde.
Thefirst collectively asymmetric total synthesis of all membersof lycorane, including (+)-alpha, (+)-beta, (+)-gamma, and (-)-delta, in a catalytic mannerhas been achieved. The cornerstone of this synthesis features an asymmetric,stereodivergent Ir/amine dual catalytic alpha-allylation of 2-phthalimidoacetalde-hyde.

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