Journal of Organic Chemistry

, том 75 , издание 13 , страницы 4521-4529

On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols

Тип публикации: Journal Article

Дата публикации: 2010-06-03

American Chemical Society (ACS)

Journal of Organic Chemistry

SCImago Q2

WOS Q1

БС1

SJR: 0.604

CiteScore: 5.8

Impact factor: 3.3

ISSN: 00223263, 15206904

DOI: 10.1021/jo100724w

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PubMed ID: 20518576

Organic Chemistry

Краткое описание

Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.

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Dey R. T., Sarkar T. K. On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols // Journal of Organic Chemistry. 2010. Vol. 75. No. 13. pp. 4521-4529.

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TY - JOUR

DO - 10.1021/jo100724w

UR - https://doi.org/10.1021/jo100724w

TI - On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols

T2 - Journal of Organic Chemistry

AU - Dey, Raudra T

AU - Sarkar, Tarun K.

PY - 2010

DA - 2010/06/03

PB - American Chemical Society (ACS)

SP - 4521-4529

IS - 13

VL - 75

PMID - 20518576

SN - 0022-3263

SN - 1520-6904

ER -

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@article{2010_Dey,

author = {Raudra T Dey and Tarun K. Sarkar},

title = {On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols},

journal = {Journal of Organic Chemistry},

year = {2010},

volume = {75},

publisher = {American Chemical Society (ACS)},

month = {jun},

url = {https://doi.org/10.1021/jo100724w},

number = {13},

pages = {4521--4529},

doi = {10.1021/jo100724w}

}

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Dey, Raudra T., and Tarun K. Sarkar. “On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols.” Journal of Organic Chemistry, vol. 75, no. 13, Jun. 2010, pp. 4521-4529. https://doi.org/10.1021/jo100724w.

Издатель

American Chemical Society (ACS)

Журнал

Journal of Organic Chemistry

SCImago Q2

WOS Q1

БС1

SJR

0.604

CiteScore

5.8

Impact factor