Total syntheses of tambjamines C, E, F, G, H, i and J, BE-18591, and a related alkaloid from the marine bacterium pseudoalteromonas tunicata

David M. Pinkerton; Martin G. Banwell; Anthony C. Willis

doi:10.1021/ol7024313

Total syntheses of tambjamines C, E, F, G, H, i and J, BE-18591, and a related alkaloid from the marine bacterium pseudoalteromonas tunicata

David M. Pinkerton, Martin G. Banwell^*, Anthony C. Willis

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

46 Citations (Scopus)

Abstract

The acetate salts of tambjamines C, E, and F (2-4, respectively), as well as those of the related alkaloids BE-18591 (5) and 6, have been prepared by treatment of bipyrrole aldehyde 16 with the relevant amine in the presence of acetic acid. The 5′-bromc-analogue, 30, of compound 16 has also been prepared and used to obtain the acetate salts of tambjamines G, H, I, and J (8-11 respectively).

Original language	English
Pages (from-to)	5127-5130
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	24
DOIs	https://doi.org/10.1021/ol7024313
Publication status	Published - 22 Nov 2007

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abstract = "The acetate salts of tambjamines C, E, and F (2-4, respectively), as well as those of the related alkaloids BE-18591 (5) and 6, have been prepared by treatment of bipyrrole aldehyde 16 with the relevant amine in the presence of acetic acid. The 5′-bromc-analogue, 30, of compound 16 has also been prepared and used to obtain the acetate salts of tambjamines G, H, I, and J (8-11 respectively).",

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AU - Pinkerton, David M.

AU - Banwell, Martin G.

AU - Willis, Anthony C.

PY - 2007/11/22

Y1 - 2007/11/22

N2 - The acetate salts of tambjamines C, E, and F (2-4, respectively), as well as those of the related alkaloids BE-18591 (5) and 6, have been prepared by treatment of bipyrrole aldehyde 16 with the relevant amine in the presence of acetic acid. The 5′-bromc-analogue, 30, of compound 16 has also been prepared and used to obtain the acetate salts of tambjamines G, H, I, and J (8-11 respectively).

AB - The acetate salts of tambjamines C, E, and F (2-4, respectively), as well as those of the related alkaloids BE-18591 (5) and 6, have been prepared by treatment of bipyrrole aldehyde 16 with the relevant amine in the presence of acetic acid. The 5′-bromc-analogue, 30, of compound 16 has also been prepared and used to obtain the acetate salts of tambjamines G, H, I, and J (8-11 respectively).

UR - https://www.scopus.com/pages/publications/36849009676

U2 - 10.1021/ol7024313

DO - 10.1021/ol7024313

M3 - Article

SN - 1523-7060

VL - 9

SP - 5127

EP - 5130

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Total syntheses of tambjamines C, E, F, G, H, i and J, BE-18591, and a related alkaloid from the marine bacterium pseudoalteromonas tunicata

Abstract

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