Total syntheses of (±)-β-erythroidine and (±)-8-oxo- β-erythroidine by an intramolecular Diels-Alder cycloaddition of a 2-amidoacrolein

Yong He; Raymond L. Funk

doi:10.1021/ol061267r

Total syntheses of (±)-β-erythroidine and (±)-8-oxo- β-erythroidine by an intramolecular Diels-Alder cycloaddition of a 2-amidoacrolein

Yong He
, Raymond L. Funk

Chemistry

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

27 Scopus citations

Abstract

The total syntheses of (±)-β-erythroidine and (±)-8-oxo-β-erythroidine are described. The tetracyclic ring system of the natural products was quickly assembled by a strategy that features a retrocycloaddition/cycloaddition reaction of an amidodioxin, an intramolecular Heck reaction, and a 6π-electrocyclic ring closure of a dienoic acid.

Original language	English (US)
Pages (from-to)	3689-3692
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	17
DOIs	https://doi.org/10.1021/ol061267r
State	Published - Aug 17 2006

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol061267r

Cite this

@article{7fad314075874369907ffba8a9dabd2c,

title = "Total syntheses of (±)-β-erythroidine and (±)-8-oxo- β-erythroidine by an intramolecular Diels-Alder cycloaddition of a 2-amidoacrolein",

abstract = "The total syntheses of (±)-β-erythroidine and (±)-8-oxo-β-erythroidine are described. The tetracyclic ring system of the natural products was quickly assembled by a strategy that features a retrocycloaddition/cycloaddition reaction of an amidodioxin, an intramolecular Heck reaction, and a 6π-electrocyclic ring closure of a dienoic acid.",

author = "Yong He and Funk, \{Raymond L.\}",

year = "2006",

month = aug,

day = "17",

doi = "10.1021/ol061267r",

language = "English (US)",

volume = "8",

pages = "3689--3692",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "17",

}

TY - JOUR

T1 - Total syntheses of (±)-β-erythroidine and (±)-8-oxo- β-erythroidine by an intramolecular Diels-Alder cycloaddition of a 2-amidoacrolein

AU - He, Yong

AU - Funk, Raymond L.

PY - 2006/8/17

Y1 - 2006/8/17

N2 - The total syntheses of (±)-β-erythroidine and (±)-8-oxo-β-erythroidine are described. The tetracyclic ring system of the natural products was quickly assembled by a strategy that features a retrocycloaddition/cycloaddition reaction of an amidodioxin, an intramolecular Heck reaction, and a 6π-electrocyclic ring closure of a dienoic acid.

AB - The total syntheses of (±)-β-erythroidine and (±)-8-oxo-β-erythroidine are described. The tetracyclic ring system of the natural products was quickly assembled by a strategy that features a retrocycloaddition/cycloaddition reaction of an amidodioxin, an intramolecular Heck reaction, and a 6π-electrocyclic ring closure of a dienoic acid.

UR - https://www.scopus.com/pages/publications/33748596356

UR - https://www.scopus.com/pages/publications/33748596356#tab=citedBy

U2 - 10.1021/ol061267r

DO - 10.1021/ol061267r

M3 - Article

C2 - 16898793

AN - SCOPUS:33748596356

SN - 1523-7060

VL - 8

SP - 3689

EP - 3692

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

Total syntheses of (±)-β-erythroidine and (±)-8-oxo- β-erythroidine by an intramolecular Diels-Alder cycloaddition of a 2-amidoacrolein

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this