Organic Letters

, том 8 , издание 14 , страницы 3041-3043

Skeletal Rearrangements in the 2,3-Diazanorbornene Series. A Fast Access to Highly Functionalized Cyclopentanes

Тип публикации: Journal Article

Дата публикации: 2006-06-08

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/ol060972x

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PubMed ID: 16805547

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

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[reaction: see text] Acid-catalyzed nucleophilic substitution of bicyclic hydrazine-epoxide involves nitrogen participation, leading to a skeletal rearrangement. This transformation enables the fast preparation of disubstituted bicyclic hydrazines in a regio- and stereoselective manner, leading to several polyfunctional diaminocyclopentanes after hydrogenolysis.

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Bournaud C., Bonin M., Micouin L. Skeletal Rearrangements in the 2,3-Diazanorbornene Series. A Fast Access to Highly Functionalized Cyclopentanes // Organic Letters. 2006. Vol. 8. No. 14. pp. 3041-3043.

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TY - JOUR

DO - 10.1021/ol060972x

UR - https://doi.org/10.1021/ol060972x

TI - Skeletal Rearrangements in the 2,3-Diazanorbornene Series. A Fast Access to Highly Functionalized Cyclopentanes

T2 - Organic Letters

AU - Bournaud, Chloée

AU - Bonin, Martine

AU - Micouin, Laurent

PY - 2006

DA - 2006/06/08

PB - American Chemical Society (ACS)

SP - 3041-3043

IS - 14

VL - 8

PMID - 16805547

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2006_Bournaud,

author = {Chloée Bournaud and Martine Bonin and Laurent Micouin},

title = {Skeletal Rearrangements in the 2,3-Diazanorbornene Series. A Fast Access to Highly Functionalized Cyclopentanes},

journal = {Organic Letters},

year = {2006},

volume = {8},

publisher = {American Chemical Society (ACS)},

month = {jun},

url = {https://doi.org/10.1021/ol060972x},

number = {14},

pages = {3041--3043},

doi = {10.1021/ol060972x}

}

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Bournaud, Chloée, et al. “Skeletal Rearrangements in the 2,3-Diazanorbornene Series. A Fast Access to Highly Functionalized Cyclopentanes.” Organic Letters, vol. 8, no. 14, Jun. 2006, pp. 3041-3043. https://doi.org/10.1021/ol060972x.