An Expeditious Total Synthesis of Both Diastereoisomeric Lipid Dihydroxytetrahydrofurans from Notheia anomala

Sudeshna Roy; Christopher D. Spilling

doi:10.1021/ol300597u

An Expeditious Total Synthesis of Both Diastereoisomeric Lipid Dihydroxytetrahydrofurans from Notheia anomala

University of Missouri-St. Louis

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

Original language	American English
Journal	Organic Letters
Volume	14
DOIs	https://doi.org/10.1021/ol300597u
State	Published - May 4 2012

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Chemistry
Organic Chemistry

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title = "An Expeditious Total Synthesis of Both Diastereoisomeric Lipid Dihydroxytetrahydrofurans from Notheia anomala",

author = "Sudeshna Roy and Spilling, \{Christopher D.\}",

note = "Short, high yielding syntheses of both diastereomers of the naturally occurring oxylipids 1 and 2 using a combination of organocatalytic hydroxylation of an aldehyde, alkene cross metathesis and palladium(0) catalyzed cyclization chemistry (6-step process) are reported. Furthermore, the influence of the catalyst on the cross metathesis reaction of the homoallylic 1,2-diol has been studied in detail.",

year = "2012",

month = may,

day = "4",

doi = "10.1021/ol300597u",

language = "American English",

volume = "14",

journal = "Organic Letters",

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TY - JOUR

T1 - An Expeditious Total Synthesis of Both Diastereoisomeric Lipid Dihydroxytetrahydrofurans from Notheia anomala

AU - Roy, Sudeshna

AU - Spilling, Christopher D.

N1 - Short, high yielding syntheses of both diastereomers of the naturally occurring oxylipids 1 and 2 using a combination of organocatalytic hydroxylation of an aldehyde, alkene cross metathesis and palladium(0) catalyzed cyclization chemistry (6-step process) are reported. Furthermore, the influence of the catalyst on the cross metathesis reaction of the homoallylic 1,2-diol has been studied in detail.

PY - 2012/5/4

Y1 - 2012/5/4

UR - https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3345562/

U2 - 10.1021/ol300597u

DO - 10.1021/ol300597u

M3 - Article

VL - 14

JO - Organic Letters

JF - Organic Letters

ER -

An Expeditious Total Synthesis of Both Diastereoisomeric Lipid Dihydroxytetrahydrofurans from Notheia anomala

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