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. Wright

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. Wright

Chemistry and Biochemistry

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

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10.3998/ark.5550190.0012.513

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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 Wright, \{Dennis L.\}",

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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 - Wright, 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 - https://www.scopus.com/pages/publications/79955437097

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DO - 10.3998/ark.5550190.0012.513

M3 - Article

AN - SCOPUS:79955437097

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SP - 144

EP - 166

JO - Arkivoc

JF - Arkivoc

IS - 5

ER -

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

Abstract

Keywords

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