Enolate and Other Carbon Nucleophile Alkylation Reactions using 1,2-Cyclic Sulfates as Terminal Epoxide Equivalents

Thomas R Hoye, Khushrav B. Crawford

Research output: Contribution to journalLetter

33 Citations (Scopus)

Abstract

Enolates of esters and amides as well as α-sulfonyl-, α-cyano-, and α-phosphonyl-substituted anions react with cyclic sulfate 1 to give hydroxylated products arising from nucleophilic attack, on this terminal epoxide equivalent, at the primary carbon.

Original languageEnglish (US)
Pages (from-to)520-522
Number of pages3
JournalJournal of Organic Chemistry
Volume59
Issue number3
DOIs
StatePublished - Feb 1 1994

Fingerprint

Nucleophiles
Epoxy Compounds
Alkylation
Amides
Sulfates
Anions
Esters
Carbon

Cite this

Enolate and Other Carbon Nucleophile Alkylation Reactions using 1,2-Cyclic Sulfates as Terminal Epoxide Equivalents. / Hoye, Thomas R; Crawford, Khushrav B.

In: Journal of Organic Chemistry, Vol. 59, No. 3, 01.02.1994, p. 520-522.

Research output: Contribution to journalLetter

@article{8d52e499276b48d4ba9abb4ac5fdac53,
title = "Enolate and Other Carbon Nucleophile Alkylation Reactions using 1,2-Cyclic Sulfates as Terminal Epoxide Equivalents",
abstract = "Enolates of esters and amides as well as α-sulfonyl-, α-cyano-, and α-phosphonyl-substituted anions react with cyclic sulfate 1 to give hydroxylated products arising from nucleophilic attack, on this terminal epoxide equivalent, at the primary carbon.",
author = "Hoye, {Thomas R} and Crawford, {Khushrav B.}",
year = "1994",
month = "2",
day = "1",
doi = "10.1021/jo00082a005",
language = "English (US)",
volume = "59",
pages = "520--522",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "3",

}

TY - JOUR

T1 - Enolate and Other Carbon Nucleophile Alkylation Reactions using 1,2-Cyclic Sulfates as Terminal Epoxide Equivalents

AU - Hoye, Thomas R

AU - Crawford, Khushrav B.

PY - 1994/2/1

Y1 - 1994/2/1

N2 - Enolates of esters and amides as well as α-sulfonyl-, α-cyano-, and α-phosphonyl-substituted anions react with cyclic sulfate 1 to give hydroxylated products arising from nucleophilic attack, on this terminal epoxide equivalent, at the primary carbon.

AB - Enolates of esters and amides as well as α-sulfonyl-, α-cyano-, and α-phosphonyl-substituted anions react with cyclic sulfate 1 to give hydroxylated products arising from nucleophilic attack, on this terminal epoxide equivalent, at the primary carbon.

UR - http://www.scopus.com/inward/record.url?scp=0012518614&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0012518614&partnerID=8YFLogxK

U2 - 10.1021/jo00082a005

DO - 10.1021/jo00082a005

M3 - Letter

VL - 59

SP - 520

EP - 522

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 3

ER -