Organic Letters

, том 23 , издание 6 , страницы 2169-2173

Total Synthesis of Hinckdentine A

Тип публикации: Journal Article

Дата публикации: 2021-02-25

American Chemical Society (ACS)

Organic Letters

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SJR: 1.235

CiteScore: 8.7

Impact factor: 5

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.1c00323

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PubMed ID: 33630599

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Краткое описание

The total synthesis of (±)-hinckdentine A is described herein. A cyanide-catalyzed imino-Stetter reaction of the aldimine derived from ethyl 2-amino-3,5-dibromocinnamate and 5-bromo-2-nitrobenzaldehyde followed by oxidative rearrangement afforded a 2,2-disubstituted 3-indolinone derivative containing the carbon skeleton and all of the functional groups present in the natural product correctly positioned, including three bromine atoms. Subsequent D-ring formation and seven-membered C-ring construction completed the total synthesis of hinckdentine A.

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Jeon J., Lee S., Cheon C. H. Total Synthesis of Hinckdentine A // Organic Letters. 2021. Vol. 23. No. 6. pp. 2169-2173.

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Jeon J., Lee S., Cheon C. H. Total Synthesis of Hinckdentine A // Organic Letters. 2021. Vol. 23. No. 6. pp. 2169-2173.

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TY - JOUR

DO - 10.1021/acs.orglett.1c00323

UR - https://doi.org/10.1021/acs.orglett.1c00323

TI - Total Synthesis of Hinckdentine A

T2 - Organic Letters

AU - Jeon, Jiye

AU - Lee, Sang-Eun

AU - Cheon, Cheol Hong

PY - 2021

DA - 2021/02/25

PB - American Chemical Society (ACS)

SP - 2169-2173

IS - 6

VL - 23

PMID - 33630599

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2021_Jeon,

author = {Jiye Jeon and Sang-Eun Lee and Cheol Hong Cheon},

title = {Total Synthesis of Hinckdentine A},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {feb},

url = {https://doi.org/10.1021/acs.orglett.1c00323},

number = {6},

pages = {2169--2173},

doi = {10.1021/acs.orglett.1c00323}

}

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Jeon, Jiye, et al. “Total Synthesis of Hinckdentine A.” Organic Letters, vol. 23, no. 6, Feb. 2021, pp. 2169-2173. https://doi.org/10.1021/acs.orglett.1c00323.