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New Approach to β‐Lactam‐Fused Enediynes (“Lactenediynes”) by Stereoselective Pinacol Coupling
Author(s) -
Banfi Luca,
Guanti Giuseppe,
Basso Andrea
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200003)2000:6<939::aid-ejoc939>3.0.co;2-q
Subject(s) - chemistry , stereoselectivity , pinacol , enediyne , lactam , stereochemistry , coupling (piping) , ring (chemistry) , closure (psychology) , combinatorial chemistry , organic chemistry , catalysis , mechanical engineering , engineering , economics , market economy
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 .