Organic Letters

, volume 19 , issue 8 , pages 2074-2077

Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F

N Arjunreddy Mallampudi ¹

G Sudhakar Reddy ¹

Saurabh Maity ¹

Debendra K. Mohapatra ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India |

Publication type: Journal Article

Publication date: 2017-04-06

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.7b00673

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PubMed ID: 28383900

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A highly regioselective gold(I)-catalyzed 6-endo-dig cyclization of 2,2-dimethyl-5-(alkynyl)-4H-benzo[d][1,3]dioxin-4-ones for the synthesis of 8-hydroxy-3-substituted isocoumarins is described. Key features of the reaction include the broad substrate scope, scalability, and tolerance for protecting groups. The synthetic utility of this novel method is demonstrated by the first total synthesis of exserolide F, an isocoumarin-containing polyol natural product.

Found

1 citation

Loginov Dmitry

🥼

DSc in Chemistry

126 publications, 1 794 citations, 36 reviews

h-index: 25

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Research interests

Catalysis

Coordination Chemistry

Organic Chemistry

Organic synthesis

Organometallic Chemistry

Photonics

1 citation

Arsenov Mikhail

13 publications, 125 citations

h-index: 7

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

Catalysis

Organic Chemistry

Organoelement chemistry

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GOST Copy

Mallampudi N. A. et al. Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F // Organic Letters. 2017. Vol. 19. No. 8. pp. 2074-2077.

GOST all authors (up to 50) Copy

Mallampudi N. A., Reddy G. S., Maity S., Mohapatra D. K. Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F // Organic Letters. 2017. Vol. 19. No. 8. pp. 2074-2077.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.7b00673

UR - https://doi.org/10.1021/acs.orglett.7b00673

TI - Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F

T2 - Organic Letters

AU - Mallampudi, N Arjunreddy

AU - Reddy, G Sudhakar

AU - Maity, Saurabh

AU - Mohapatra, Debendra K.

PY - 2017

DA - 2017/04/06

PB - American Chemical Society (ACS)

SP - 2074-2077

IS - 8

VL - 19

PMID - 28383900

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2017_Mallampudi,

author = {N Arjunreddy Mallampudi and G Sudhakar Reddy and Saurabh Maity and Debendra K. Mohapatra},

title = {Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F},

journal = {Organic Letters},

year = {2017},

volume = {19},

publisher = {American Chemical Society (ACS)},

month = {apr},

url = {https://doi.org/10.1021/acs.orglett.7b00673},

number = {8},

pages = {2074--2077},

doi = {10.1021/acs.orglett.7b00673}

}

MLA

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MLA Copy

Mallampudi, N. Arjunreddy, et al. “Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F.” Organic Letters, vol. 19, no. 8, Apr. 2017, pp. 2074-2077. https://doi.org/10.1021/acs.orglett.7b00673.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)