Stereoselective synthesis of the diazonamide a macrocyclic core

Ilga Mutule; Beomjun Joo; Zane Medne; Toms Kalnins; Edwin Vedejs; Edgars Suna

doi:10.1021/jo5029419

Stereoselective synthesis of the diazonamide a macrocyclic core

Ilga Mutule
, Beomjun Joo
, Zane Medne
, Toms Kalnins
, Edwin Vedejs
, Edgars Suna^*

^*Corresponding author for this work

Latvian Institute of Organic Synthesis
University of Michigan, Ann Arbor

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

Stereoselective synthesis of the right-hand heteroaromatic macrocycle of diazonamide A features C16-C18 bond formation in the Suzuki-Miyaura cross-coupling and atropodiastereoselective Dieckmann-type macrocyclization as key steps. The Suzuki-Miyaura cross-coupling gave the best yields when it was catalyzed by a palladium-dioxygen complex.

Original language	English
Pages (from-to)	3058-3066
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	80
Issue number	6
DOIs	https://doi.org/10.1021/jo5029419
Publication status	Published - 20 Mar 2015
Externally published	Yes

OECD Field of Science

1.4 Chemical Sciences

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10.1021/jo5029419

Cite this

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title = "Stereoselective synthesis of the diazonamide a macrocyclic core",

abstract = "Stereoselective synthesis of the right-hand heteroaromatic macrocycle of diazonamide A features C16-C18 bond formation in the Suzuki-Miyaura cross-coupling and atropodiastereoselective Dieckmann-type macrocyclization as key steps. The Suzuki-Miyaura cross-coupling gave the best yields when it was catalyzed by a palladium-dioxygen complex.",

author = "Ilga Mutule and Beomjun Joo and Zane Medne and Toms Kalnins and Edwin Vedejs and Edgars Suna",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = mar,

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doi = "10.1021/jo5029419",

language = "English",

volume = "80",

pages = "3058--3066",

journal = "Journal of Organic Chemistry",

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T1 - Stereoselective synthesis of the diazonamide a macrocyclic core

AU - Mutule, Ilga

AU - Joo, Beomjun

AU - Medne, Zane

AU - Kalnins, Toms

AU - Vedejs, Edwin

AU - Suna, Edgars

PY - 2015/3/20

Y1 - 2015/3/20

N2 - Stereoselective synthesis of the right-hand heteroaromatic macrocycle of diazonamide A features C16-C18 bond formation in the Suzuki-Miyaura cross-coupling and atropodiastereoselective Dieckmann-type macrocyclization as key steps. The Suzuki-Miyaura cross-coupling gave the best yields when it was catalyzed by a palladium-dioxygen complex.

AB - Stereoselective synthesis of the right-hand heteroaromatic macrocycle of diazonamide A features C16-C18 bond formation in the Suzuki-Miyaura cross-coupling and atropodiastereoselective Dieckmann-type macrocyclization as key steps. The Suzuki-Miyaura cross-coupling gave the best yields when it was catalyzed by a palladium-dioxygen complex.

UR - https://www.scopus.com/pages/publications/84925352869

U2 - 10.1021/jo5029419

DO - 10.1021/jo5029419

M3 - Article

C2 - 25705925

AN - SCOPUS:84925352869

SN - 0022-3263

VL - 80

SP - 3058

EP - 3066

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 6

ER -

Stereoselective synthesis of the diazonamide a macrocyclic core

Abstract

OECD Field of Science

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