Organic Letters

, том 7 , издание 13 , страницы 2715-2718

Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses

Тип публикации: Journal Article

Дата публикации: 2005-05-20

American Chemical Society (ACS)

Organic Letters

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SJR: 1.007

CiteScore: 7.7

Impact factor: 4.7

ISSN: 15237060, 15237052

DOI: 10.1021/ol050931l

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PubMed ID: 15957929

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

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Biomimetic intramolecular Chichibabin pyridine syntheses using two molecules of an aldehyde and 4-aminobutanal dimethyl acetal (6) proceed efficiently in AcOH at 95 °C to give 2,3-dihydro-1H-indolizinium salts. Reaction occurs at 25 °C if 1-pyrroline (5) is used instead of 6. This reaction has been used for a one-step synthesis of ficuseptine (1) and the first syntheses of juliprosine (2) and juliprosopine (17t), which is now assigned as the trans stereoisomer.

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Snider B. B., Neubert B. J. Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses // Organic Letters. 2005. Vol. 7. No. 13. pp. 2715-2718.

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TY - JOUR

DO - 10.1021/ol050931l

UR - https://doi.org/10.1021/ol050931l

TI - Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses

T2 - Organic Letters

AU - Snider, Barry B

AU - Neubert, Bobbianna J

PY - 2005

DA - 2005/05/20

PB - American Chemical Society (ACS)

SP - 2715-2718

IS - 13

VL - 7

PMID - 15957929

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2005_Snider,

author = {Barry B Snider and Bobbianna J Neubert},

title = {Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses},

journal = {Organic Letters},

year = {2005},

volume = {7},

publisher = {American Chemical Society (ACS)},

month = {may},

url = {https://doi.org/10.1021/ol050931l},

number = {13},

pages = {2715--2718},

doi = {10.1021/ol050931l}

}

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Snider, Barry B., and Bobbianna J Neubert. “Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses.” Organic Letters, vol. 7, no. 13, May. 2005, pp. 2715-2718. https://doi.org/10.1021/ol050931l.

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American Chemical Society (ACS)

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Organic Letters

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WOS Q1

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