New approach to β-lactam-fused enediynes ("lactenediynes") by stereoselective pinacol coupling

Banfi, L., Guanti, G. and Basso, A. (2000) New approach to β-lactam-fused enediynes ("lactenediynes") by stereoselective pinacol coupling. European Journal of Organic Chemistry, (6), 939-946. (doi: 10.1002/(SICI)1099-0690(200003)2000:6<939::AID-EJOC939>3.0.CO;2-Q)

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Official URL: http://www3.interscience.wiley.com/cgi-bin/abstrac...

Description/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.

Item Type:Article
Uncontrolled Keywords:enediynes, vanadium, pinacol coupling, macrocycles, lactams cyclic enediynes, dynemicin-a, conjugated enediynes, system, ring, 1,2-diols, aldehydes, design, cycloaromatization, lactendiynes
Related URLs:http://www3.interscience.wiley...6/ABSTRACT
Subjects:Q Science > QD Chemistry
Divisions:University Structure - Pre August 2011 > School of Chemistry
ePrint ID:18954
URI:http://eprints.soton.ac.uk/id/eprint/18954
Deposited On:18 Jan 2006
Last Modified:02 Mar 2012 12:03

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