Enantioselective synthesis of (+)-(2S,3s)-3-ethynyltyrosine

Antony N. Shaw; Roland E. Dolle; Lawrence I. Kruse

doi:10.1016/S0040-4039(00)97811-0

Enantioselective synthesis of (+)-(2S,3s)-3-ethynyltyrosine

Antony N. Shaw, Roland E. Dolle, Lawrence I. Kruse

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6 Scopus citations

Abstract

Homochiral ethynyl tyrosine 2, designed as a potential dopamine β-hydroxylase irreversible inhibitor prodrug, has been synthesised asymmetrically in 15-steps, using the alkylation and azidation of acylated oxazolidones to establish relative and absolute stereochemistry.

Original language	English
Pages (from-to)	5081-5084
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	35
DOIs	https://doi.org/10.1016/S0040-4039(00)97811-0
State	Published - 1990

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title = "Enantioselective synthesis of (+)-(2S,3s)-3-ethynyltyrosine",

abstract = "Homochiral ethynyl tyrosine 2, designed as a potential dopamine β-hydroxylase irreversible inhibitor prodrug, has been synthesised asymmetrically in 15-steps, using the alkylation and azidation of acylated oxazolidones to establish relative and absolute stereochemistry.",

author = "Shaw, {Antony N.} and Dolle, {Roland E.} and Kruse, {Lawrence I.}",

year = "1990",

doi = "10.1016/S0040-4039(00)97811-0",

language = "English",

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journal = "Tetrahedron Letters",

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T1 - Enantioselective synthesis of (+)-(2S,3s)-3-ethynyltyrosine

AU - Shaw, Antony N.

AU - Dolle, Roland E.

AU - Kruse, Lawrence I.

PY - 1990

Y1 - 1990

N2 - Homochiral ethynyl tyrosine 2, designed as a potential dopamine β-hydroxylase irreversible inhibitor prodrug, has been synthesised asymmetrically in 15-steps, using the alkylation and azidation of acylated oxazolidones to establish relative and absolute stereochemistry.

AB - Homochiral ethynyl tyrosine 2, designed as a potential dopamine β-hydroxylase irreversible inhibitor prodrug, has been synthesised asymmetrically in 15-steps, using the alkylation and azidation of acylated oxazolidones to establish relative and absolute stereochemistry.

UR - http://www.scopus.com/inward/record.url?scp=0025182125&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)97811-0

DO - 10.1016/S0040-4039(00)97811-0

M3 - Article

AN - SCOPUS:0025182125

SN - 0040-4039

VL - 31

SP - 5081

EP - 5084

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 35

ER -

Enantioselective synthesis of (+)-(2S,3s)-3-ethynyltyrosine

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