Journal of Organic Chemistry

, том 64 , издание 19 , страницы 7178-7183

[n + 1] Annulation Route to Highly Substituted Cyclic Ketones with Pendant Ketone, Nitrile, and Ester Functionality

Тип публикации: Journal Article

Дата публикации: 1999-08-31

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/jo9907787

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Organic Chemistry

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Two carbon acids connected by a tether containing a ketone undergo two Michael reactions to 3-butyn-2-one to afford highly substituted and functionalized cyclic ketones with pendant ketone, nitrile, and ester functionality. The stereochemical courses of the double Michael reactions vary remarkably with the structure of the starting material. Double Michael adducts with equatorially disposed cyano groups can be hydrogenated to afford trans-fused bicyclic amines.

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Grossman R. B., Pendharkar D. S., Patrick B. N. [n + 1] Annulation Route to Highly Substituted Cyclic Ketones with Pendant Ketone, Nitrile, and Ester Functionality // Journal of Organic Chemistry. 1999. Vol. 64. No. 19. pp. 7178-7183.

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TY - JOUR

DO - 10.1021/jo9907787

UR - https://pubs.acs.org/doi/10.1021/jo9907787

TI - [n + 1] Annulation Route to Highly Substituted Cyclic Ketones with Pendant Ketone, Nitrile, and Ester Functionality

T2 - Journal of Organic Chemistry

AU - Grossman, Robert B

AU - Pendharkar, Dhananjay S

AU - Patrick, Brian N.

PY - 1999

DA - 1999/08/31

PB - American Chemical Society (ACS)

SP - 7178-7183

IS - 19

VL - 64

SN - 0022-3263

SN - 1520-6904

ER -

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@article{1999_Grossman,

author = {Robert B Grossman and Dhananjay S Pendharkar and Brian N. Patrick},

title = {[n + 1] Annulation Route to Highly Substituted Cyclic Ketones with Pendant Ketone, Nitrile, and Ester Functionality},

journal = {Journal of Organic Chemistry},

year = {1999},

volume = {64},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://pubs.acs.org/doi/10.1021/jo9907787},

number = {19},

pages = {7178--7183},

doi = {10.1021/jo9907787}

}

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Grossman, Robert B., et al. “[n + 1] Annulation Route to Highly Substituted Cyclic Ketones with Pendant Ketone, Nitrile, and Ester Functionality.” Journal of Organic Chemistry, vol. 64, no. 19, Aug. 1999, pp. 7178-7183. https://pubs.acs.org/doi/10.1021/jo9907787.

Издатель

American Chemical Society (ACS)

Журнал

Journal of Organic Chemistry

SCImago Q2

WOS Q1

БС1

SJR

0.604

CiteScore

5.8

Impact factor