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

doi:10.1016/00404-0399(50)1741Y-

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 journal › Article › peer-review

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 language	English
Pages (from-to)	8327-8330
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	45
DOIs	https://doi.org/10.1016/00404-0399(50)1741Y-
Publication status	Published - 6 Nov 1995
Externally published	Yes

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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",

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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.

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

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

M3 - Article

AN - SCOPUS:85047674177

VL - 36

SP - 8327

EP - 8330

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 45

ER -

Addition of amino esters to thiiranium ion intermediates: A novel approach to the synthesis of new potential aminopeptidase inhibitors

Abstract

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