Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes

Armando Ramirez, Keith Woerpel

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized in three steps from the corresponding ketone and alkene.

Original languageEnglish (US)
Pages (from-to)4617-4620
Number of pages4
JournalOrganic Letters
Volume7
Issue number21
DOIs
StatePublished - Oct 13 2005

Fingerprint

Dioxolanes
Alkenes
alkenes
Ions
synthesis
Ketones
ketones
ions
analogs
acids
Acids

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes. / Ramirez, Armando; Woerpel, Keith.

In: Organic Letters, Vol. 7, No. 21, 13.10.2005, p. 4617-4620.

Research output: Contribution to journalArticle

@article{ce50b11a018d45dd9160603801836fa2,
title = "Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes",
abstract = "(Chemical Equation Presented) The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized in three steps from the corresponding ketone and alkene.",
author = "Armando Ramirez and Keith Woerpel",
year = "2005",
month = "10",
day = "13",
doi = "10.1021/ol051703u",
language = "English (US)",
volume = "7",
pages = "4617--4620",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "21",

}

TY - JOUR

T1 - Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes

AU - Ramirez, Armando

AU - Woerpel, Keith

PY - 2005/10/13

Y1 - 2005/10/13

N2 - (Chemical Equation Presented) The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized in three steps from the corresponding ketone and alkene.

AB - (Chemical Equation Presented) The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized in three steps from the corresponding ketone and alkene.

UR - http://www.scopus.com/inward/record.url?scp=27144520561&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=27144520561&partnerID=8YFLogxK

U2 - 10.1021/ol051703u

DO - 10.1021/ol051703u

M3 - Article

VL - 7

SP - 4617

EP - 4620

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 21

ER -