Organic and Biomolecular Chemistry

, volume 13 , issue 22 , pages 6344-6352

A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D

Dipakranjan Mal ¹

Joyeeta Roy ¹

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Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India |

Publication type: Journal Article

Publication date: 2015-04-28

Royal Society of Chemistry (RSC)

Organic and Biomolecular Chemistry

scimago Q2

wos Q2

SJR: 0.600

CiteScore: 5.2

Impact factor: 2.7

ISSN: 14770520, 14770539

DOI: 10.1039/c5ob00575b

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PubMed ID: 25970723

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

1-Hydroxycarbazole-2,3-dicarboxylates have been shown to undergo chemoselective reductive cyclization to furo[3,4-b]carbazolones on reaction with LiAlH4. One of the furocarbazolones is utilized to accomplish the first total synthesis of claulansine D and mafaicheenamine E in 9 and 6 steps respectively. The other key steps of the syntheses are addition of an allylic indium reagent and CC double bond isomerization.

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Mal D., Roy J. A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D // Organic and Biomolecular Chemistry. 2015. Vol. 13. No. 22. pp. 6344-6352.

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RIS |

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RIS Copy

TY - JOUR

DO - 10.1039/c5ob00575b

UR - https://doi.org/10.1039/c5ob00575b

TI - A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D

T2 - Organic and Biomolecular Chemistry

AU - Mal, Dipakranjan

AU - Roy, Joyeeta

PY - 2015

DA - 2015/04/28

PB - Royal Society of Chemistry (RSC)

SP - 6344-6352

IS - 22

VL - 13

PMID - 25970723

SN - 1477-0520

SN - 1477-0539

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2015_Mal,

author = {Dipakranjan Mal and Joyeeta Roy},

title = {A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D},

journal = {Organic and Biomolecular Chemistry},

year = {2015},

volume = {13},

publisher = {Royal Society of Chemistry (RSC)},

month = {apr},

url = {https://doi.org/10.1039/c5ob00575b},

number = {22},

pages = {6344--6352},

doi = {10.1039/c5ob00575b}

}

MLA

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MLA Copy

Mal, Dipakranjan, and Joyeeta Roy. “A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D.” Organic and Biomolecular Chemistry, vol. 13, no. 22, Apr. 2015, pp. 6344-6352. https://doi.org/10.1039/c5ob00575b.

Publisher

Royal Society of Chemistry (RSC)

Journal

Organic and Biomolecular Chemistry

scimago Q2

wos Q2

SJR

0.600

CiteScore

5.2

Impact factor

2.7

ISSN

14770520 (Print)

14770539 (Electronic)