Addition of amino esters to thiiranium ion intermediates

A novel approach to the synthesis of new potential aminopeptidase inhibitors

Duncan M. Gill, Neil A. Pegg, Christopher M. Rayner

Research output: Contribution to journalArticle

Abstract

The use of amino esters tor the selective nucleophilic trapping of thiiranium ion intermediates generated in situ from homochiral 2,3-epoxy sulfides, allows synthetic access to a new class of compounds, structurally related to α-thiolbestatin and other known potent aminopeptidase inhibitors.

Original languageEnglish
Pages (from-to)8327-8330
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number45
DOIs
Publication statusPublished - 6 Nov 1995
Externally publishedYes

Fingerprint

Aminopeptidases
Sulfides
Esters
Ions

Cite this

@article{f6c36530e9d445b39608022b6f8edca4,
title = "Addition of amino esters to thiiranium ion intermediates: A novel approach to the synthesis of new potential aminopeptidase inhibitors",
abstract = "The use of amino esters tor the selective nucleophilic trapping of thiiranium ion intermediates generated in situ from homochiral 2,3-epoxy sulfides, allows synthetic access to a new class of compounds, structurally related to α-thiolbestatin and other known potent aminopeptidase inhibitors.",
author = "Gill, {Duncan M.} and Pegg, {Neil A.} and Rayner, {Christopher M.}",
year = "1995",
month = "11",
day = "6",
doi = "10.1016/00404-0399(50)1741Y-",
language = "English",
volume = "36",
pages = "8327--8330",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "45",

}

Addition of amino esters to thiiranium ion intermediates : A novel approach to the synthesis of new potential aminopeptidase inhibitors. / Gill, Duncan M.; Pegg, Neil A.; Rayner, Christopher M.

In: Tetrahedron Letters, Vol. 36, No. 45, 06.11.1995, p. 8327-8330.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Addition of amino esters to thiiranium ion intermediates

T2 - A novel approach to the synthesis of new potential aminopeptidase inhibitors

AU - Gill, Duncan M.

AU - Pegg, Neil A.

AU - Rayner, Christopher M.

PY - 1995/11/6

Y1 - 1995/11/6

N2 - The use of amino esters tor the selective nucleophilic trapping of thiiranium ion intermediates generated in situ from homochiral 2,3-epoxy sulfides, allows synthetic access to a new class of compounds, structurally related to α-thiolbestatin and other known potent aminopeptidase inhibitors.

AB - The use of amino esters tor the selective nucleophilic trapping of thiiranium ion intermediates generated in situ from homochiral 2,3-epoxy sulfides, allows synthetic access to a new class of compounds, structurally related to α-thiolbestatin and other known potent aminopeptidase inhibitors.

UR - http://www.scopus.com/inward/record.url?scp=85047674177&partnerID=8YFLogxK

U2 - 10.1016/00404-0399(50)1741Y-

DO - 10.1016/00404-0399(50)1741Y-

M3 - Article

VL - 36

SP - 8327

EP - 8330

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 45

ER -