New approach to ?-lactam-fused enediynes ("lactenediynes") by stereoselective pinacol coupling
New approach to ?-lactam-fused enediynes ("lactenediynes") by stereoselective pinacol coupling
A short synthesis of unfunctionalized lactenediyne 3 by closure of the ten-membered ring at the double bond site is reported. After failure of the known methodologies, this closure was eventually successfully achieved thanks to a highly stereoselective, vanadium(II)-mediated pinacol coupling of bis(alk-2-ynal) 7.
enediynes, vanadium, pinacol coupling, macrocycles, lactams
cyclic enediynes, dynemicin-a, conjugated enediynes, system, ring, 1, 2-diols, aldehydes, design, cycloaromatization, lactendiynes
939-946
Banfi, L.
b043b60a-712b-4cf0-ba40-0ad07626ed1c
Guanti, G.
0313997d-057b-43f9-a6b3-8e54ac3d44ee
Basso, A.
9cdcd616-ad0c-431a-b3f3-f39343a63694
1 March 2000
Banfi, L.
b043b60a-712b-4cf0-ba40-0ad07626ed1c
Guanti, G.
0313997d-057b-43f9-a6b3-8e54ac3d44ee
Basso, A.
9cdcd616-ad0c-431a-b3f3-f39343a63694
Abstract
A short synthesis of unfunctionalized lactenediyne 3 by closure of the ten-membered ring at the double bond site is reported. After failure of the known methodologies, this closure was eventually successfully achieved thanks to a highly stereoselective, vanadium(II)-mediated pinacol coupling of bis(alk-2-ynal) 7.
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Published date: 1 March 2000
Keywords:
enediynes, vanadium, pinacol coupling, macrocycles, lactams
cyclic enediynes, dynemicin-a, conjugated enediynes, system, ring, 1, 2-diols, aldehydes, design, cycloaromatization, lactendiynes
Identifiers
Local EPrints ID: 18954
URI: http://eprints.soton.ac.uk/id/eprint/18954
ISSN: 1434-193X
PURE UUID: a2eb6178-28c9-42b3-9c19-83d43e3144a0
Catalogue record
Date deposited: 18 Jan 2006
Last modified: 15 Mar 2024 06:09
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Contributors
Author:
L. Banfi
Author:
G. Guanti
Author:
A. Basso
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