Natural feedstocks for diversity-oriented synthesis: Macrolide-like scaffolds from nonactate

Yuliya G. Sumskaya; P. Whitney Swain; Stepehen C. Bergmeier; Mark C. McMills; Nigel D. Priestley; Dennis L. Wrighta

doi:10.3998/ark.5550190.0012.513

Natural feedstocks for diversity-oriented synthesis: Macrolide-like scaffolds from nonactate

Yuliya G. Sumskaya, P. Whitney Swain, Stepehen C. Bergmeier, Mark C. McMills, Nigel D. Priestley, Dennis L. Wrighta

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

2 Scopus citations

Abstract

We have been interested in the application of readily available, fermentation-derived natural products as key building blocks for the preparation of natural product-like libraries rich in structural and stereochemical diversity. In this manuscript we describe the conversion of methyl nonactate, derived from nonactin, to a diversable scaffold characteristic of macrolide natural products. The synthesis features a key ring-closing metathesis reaction to form the macrocycle.

Original language	English
Pages (from-to)	144-166
Number of pages	23
Journal	Arkivoc
Volume	2011
Issue number	5
DOIs	https://doi.org/10.3998/ark.5550190.0012.513
State	Published - Jan 17 2011

Keywords

Macrolide
Natural products
Nonactin
Ring-closing metathesis

Access to Document

10.3998/ark.5550190.0012.513

Cite this

@article{885b1a72a1524c6d923c6dcd5af7c45f,

title = "Natural feedstocks for diversity-oriented synthesis: Macrolide-like scaffolds from nonactate",

abstract = "We have been interested in the application of readily available, fermentation-derived natural products as key building blocks for the preparation of natural product-like libraries rich in structural and stereochemical diversity. In this manuscript we describe the conversion of methyl nonactate, derived from nonactin, to a diversable scaffold characteristic of macrolide natural products. The synthesis features a key ring-closing metathesis reaction to form the macrocycle.",

keywords = "Macrolide, Natural products, Nonactin, Ring-closing metathesis",

author = "Sumskaya, {Yuliya G.} and Swain, {P. Whitney} and Bergmeier, {Stepehen C.} and McMills, {Mark C.} and Priestley, {Nigel D.} and Wrighta, {Dennis L.}",

year = "2011",

month = jan,

day = "17",

doi = "10.3998/ark.5550190.0012.513",

language = "English",

volume = "2011",

pages = "144--166",

journal = "Arkivoc",

issn = "1551-7012",

number = "5",

}

TY - JOUR

T1 - Natural feedstocks for diversity-oriented synthesis

T2 - Macrolide-like scaffolds from nonactate

AU - Sumskaya, Yuliya G.

AU - Swain, P. Whitney

AU - Bergmeier, Stepehen C.

AU - McMills, Mark C.

AU - Priestley, Nigel D.

AU - Wrighta, Dennis L.

PY - 2011/1/17

Y1 - 2011/1/17

N2 - We have been interested in the application of readily available, fermentation-derived natural products as key building blocks for the preparation of natural product-like libraries rich in structural and stereochemical diversity. In this manuscript we describe the conversion of methyl nonactate, derived from nonactin, to a diversable scaffold characteristic of macrolide natural products. The synthesis features a key ring-closing metathesis reaction to form the macrocycle.

AB - We have been interested in the application of readily available, fermentation-derived natural products as key building blocks for the preparation of natural product-like libraries rich in structural and stereochemical diversity. In this manuscript we describe the conversion of methyl nonactate, derived from nonactin, to a diversable scaffold characteristic of macrolide natural products. The synthesis features a key ring-closing metathesis reaction to form the macrocycle.

KW - Macrolide

KW - Natural products

KW - Nonactin

KW - Ring-closing metathesis

UR - http://www.scopus.com/inward/record.url?scp=79955437097&partnerID=8YFLogxK

U2 - 10.3998/ark.5550190.0012.513

DO - 10.3998/ark.5550190.0012.513

M3 - Article

AN - SCOPUS:79955437097

SN - 1551-7012

VL - 2011

SP - 144

EP - 166

JO - Arkivoc

JF - Arkivoc

IS - 5

ER -

Natural feedstocks for diversity-oriented synthesis: Macrolide-like scaffolds from nonactate

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this