A stereocontrolled synthesis of methyl (-)-nonactate

Joon Won Jeong; Byoung Young Woo; Deok Chan Ha; Zaesung No

doi:10.1055/s-2003-37129

A stereocontrolled synthesis of methyl (-)-nonactate

Joon Won Jeong, Byoung Young Woo, Deok Chan Ha, Zaesung No

College of Science

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

9 Citations (Scopus)

Abstract

A stereoselective synthesis of methyl (-)-nonactate is described. (E)-γ-Triethylsilyloxyalkene 13 generated from sulfone 10 and (S)-2-benzyloxypropanal underwent intramolecular iodoetherification in the presence of silver carbonate to provide cis-2,5-disubstituted tetrahydrofuran 8 as a key intermediate.

Original language	English
Pages (from-to)	393-395
Number of pages	3
Journal	Synlett
Issue number	3
DOIs	https://doi.org/10.1055/s-2003-37129
Publication status	Published - 2003

Keywords

Asymmetric synthesis
Cyclizations
Iodoetherifications
Nonactic acid
Sulfones

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-2003-37129

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title = "A stereocontrolled synthesis of methyl (-)-nonactate",

abstract = "A stereoselective synthesis of methyl (-)-nonactate is described. (E)-γ-Triethylsilyloxyalkene 13 generated from sulfone 10 and (S)-2-benzyloxypropanal underwent intramolecular iodoetherification in the presence of silver carbonate to provide cis-2,5-disubstituted tetrahydrofuran 8 as a key intermediate.",

keywords = "Asymmetric synthesis, Cyclizations, Iodoetherifications, Nonactic acid, Sulfones",

author = "Jeong, {Joon Won} and Woo, {Byoung Young} and Ha, {Deok Chan} and Zaesung No",

year = "2003",

doi = "10.1055/s-2003-37129",

language = "English",

pages = "393--395",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

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T1 - A stereocontrolled synthesis of methyl (-)-nonactate

AU - Jeong, Joon Won

AU - Woo, Byoung Young

AU - Ha, Deok Chan

AU - No, Zaesung

PY - 2003

Y1 - 2003

N2 - A stereoselective synthesis of methyl (-)-nonactate is described. (E)-γ-Triethylsilyloxyalkene 13 generated from sulfone 10 and (S)-2-benzyloxypropanal underwent intramolecular iodoetherification in the presence of silver carbonate to provide cis-2,5-disubstituted tetrahydrofuran 8 as a key intermediate.

AB - A stereoselective synthesis of methyl (-)-nonactate is described. (E)-γ-Triethylsilyloxyalkene 13 generated from sulfone 10 and (S)-2-benzyloxypropanal underwent intramolecular iodoetherification in the presence of silver carbonate to provide cis-2,5-disubstituted tetrahydrofuran 8 as a key intermediate.

KW - Asymmetric synthesis

KW - Cyclizations

KW - Iodoetherifications

KW - Nonactic acid

KW - Sulfones

UR - http://www.scopus.com/inward/record.url?scp=0037288699&partnerID=8YFLogxK

U2 - 10.1055/s-2003-37129

DO - 10.1055/s-2003-37129

M3 - Article

AN - SCOPUS:0037288699

SN - 0936-5214

SP - 393

EP - 395

JO - Synlett

JF - Synlett

IS - 3

ER -

A stereocontrolled synthesis of methyl (-)-nonactate

Abstract

Keywords

ASJC Scopus subject areas

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