Literature DB >> 18044908

Allocolchicines via intramolecular Nicholas reactions: the synthesis of NSC 51046.

Sinisa Djurdjevic1, James R Green.   

Abstract

Biaryl propargyl acetate hexacarbonyldicobalt complexes (4) undergo Lewis acid mediated Nicholas reactions with a remote arene function to afford dibenzocycloheptyne complexes (9). Reductive decomplexation based on a hydrosilylation-protodesilylation protocol is facile, and the 1,2,3,9-tetramethoxy case can be converted to NSC 51046 ((S)-N-acetylcolchicinol methyl ether, 3).

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Year:  2007        PMID： 18044908     DOI： 10.1021/ol7024422

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Electrooxidative tricyclic 6-7-6 fused-system domino assembly to allocolchicines by a removable radical strategy.

Authors:  Yan Zhang; Chanchan Ma; Zhenzhi Cai; Julia Struwe; Shengjie Chen; Jinming Xu; Shiyin Li; Wangyu Zeng; Lutz Ackermann
Journal:  Green Chem       Date:  2022-04-13       Impact factor: 11.034

2.  Generation and Reactions of a Benzodehydrotropylium Ion-Co2(CO)6 Complex.

Authors:  Mariam A Mehdi; Eric A C Bushnell; Sahar Nikoo; James W Gauld; James R Green
Journal:  ACS Omega       Date:  2019-10-28

3.  Dibenzocycloheptanones construction through a removable P-centered radical: synthesis of allocolchicine analogues.

Authors:  Yan Zhang; Zhenzhi Cai; Julia Struwe; Chanchan Ma; Wangyu Zeng; Xinyi Liao; Min Xu; Lutz Ackermann
Journal:  Chem Sci       Date:  2021-11-09       Impact factor: 9.825
  3 in total

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