Stereocontrolled synthesis of the tricyclic ABC ring system of daphnicyclidin A.
Org Lett
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| Abstract | An enantiocontrolled synthesis pathway has been developed to provide formation of tricyclic amine 7, representing the ABC ring system of the complex alkaloid daphnicyclidin A (1). Our efforts describe preparation of the Z-hexahydro-(1H)-azocine 29 and cyclization to construct the novel 4-azabicyclo[5.3.2]dodecane 31. Transannular reductive amination following the deprotection of 31 gave the desired tertiary amine 7. |
| Year of Publication | 2014
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| Journal | Org Lett
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| Volume | 16
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| Issue | 7
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| Pages | 1956-9
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| Date Published | 2014 Apr 04
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| ISSN | 1523-7052
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| DOI | 10.1021/ol5005092
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| PubMed ID | 24673388
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