Asymmetric Synthesis of the Functionalized A/E-Ring Fragment of C18-Diterpenoid Alkaloids
A new asymmetric synthesis of the A/E-ring fragment of C18-diterpenoid alkaloids is described. The crucial contiguous stereogenic centers at C4, C5, and C11 were established through an asymmetric Michael addition/allylation sequence. The unique azabicyclo[3.3.1]nonane motif (A/E rings) was assemble...
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| Veröffentlicht in: | Journal of organic chemistry 2024-02, Vol.89 (4), p.2807-2811 |
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| container_end_page | 2811 |
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| container_issue | 4 |
| container_start_page | 2807 |
| container_title | Journal of organic chemistry |
| container_volume | 89 |
| creator | Lu, Fei Shao, Yu Yan, Shulin Yang, Dingyi Song, Hao Zhang, Dan Liu, Xiao-Yu Qin, Yong |
| description | A new asymmetric synthesis of the A/E-ring fragment of C18-diterpenoid alkaloids is described. The crucial contiguous stereogenic centers at C4, C5, and C11 were established through an asymmetric Michael addition/allylation sequence. The unique azabicyclo[3.3.1]nonane motif (A/E rings) was assembled by employing ring-closing metathesis and Mitsunobu reaction as key strategies. |
| doi_str_mv | 10.1021/acs.joc.3c02745 |
| format | Article |
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The crucial contiguous stereogenic centers at C4, C5, and C11 were established through an asymmetric Michael addition/allylation sequence. 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| language | eng |
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| source | American Chemical Society Journals |
| title | Asymmetric Synthesis of the Functionalized A/E-Ring Fragment of C18-Diterpenoid Alkaloids |
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