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

48 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

Access to Document

10.1021/ol7024313

Cite this

@article{8a19303acd034e24897f3043a95ba2ec,

title = "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 = "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).",

author = "Pinkerton, \{David M.\} and Banwell, \{Martin G.\} and Willis, \{Anthony C.\}",

year = "2007",

month = nov,

day = "22",

doi = "10.1021/ol7024313",

language = "English",

volume = "9",

pages = "5127--5130",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Total syntheses of tambjamines C, E, F, G, H, i and J, BE-18591, and a related alkaloid from the marine bacterium pseudoalteromonas tunicata

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

Access to Document

Other files and links

Fingerprint

Cite this