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Organolithium-induced synthesis of acyclic unsaturated amino alcohols from epoxides of dihydropyrroles and tetrahydropyridines

Abstract:
The alkylative double ring-opening of Bus-protected 2,5-dihydropyrrole epoxides 13 and 29 with organolithiums to give 3-substituted 1-aminobut-3-en-2-ols 13-19 and 30-32 are described. Bus-protected tetrahydropyridine epoxide 38 reacts with organolithiums to give 4-substituted 1-aminobut-4-en-3-ols 39 and tetrahydropyridinol 40. © 2003 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Publisher copy:
10.1016/j.tet.2003.10.010

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Witherington, J More by this author
Journal:
TETRAHEDRON
Volume:
59
Issue:
49
Pages:
9729-9742
Publication date:
2003-12-01
DOI:
ISSN:
0040-4020
URN:
uuid:5a91d416-25d3-4350-b533-44a6177c1277
Source identifiers:
38885
Local pid:
pubs:38885

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