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Two New Modes of Pd‐Catalyzed Domino‐Tetracyclization of Bromodienynes—5‐ exo‐trig Cyclization Wins over β ‐Hydride Elimination
Author(s) -
Schweizer Stefan,
Song ZhiZhong,
Meyer Frank E.,
Parsons Philip J.,
de Meijere Armin
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990517)38:10<1452::aid-anie1452>3.0.co;2-p
Subject(s) - domino , catalysis , hydride , yield (engineering) , chemistry , combinatorial chemistry , substitution (logic) , medicinal chemistry , stereochemistry , organic chemistry , computer science , physics , programming language , thermodynamics , hydrogen
Remarkable increases of molecular complexity in a single procedural step are achieved with the title reaction. Only a slight modification in the substitution pattern on the acyclic precursor 2 can change the mode of tetracyclization to either yield skeletons of type 1 or 3 exclusively.