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Construction of the “Left Domain” of Haplophytine
Author(s) -
Nicolaou K. C.,
Majumder Utpal,
Roche Stephane Philippe,
Chen David Y.K.
Publication year - 2007
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/anie.200701947
Subject(s) - steric effects , epoxide , sequence (biology) , domain (mathematical analysis) , cascade , stereoselectivity , stereochemistry , crystallography , chemistry , mathematics , organic chemistry , catalysis , mathematical analysis , biochemistry , chromatography
Left of the middle : Synthesis of the “left” structural domain ( 2 ) of haplophytine ( 1 ) features a stereoselective construction of its sterically congested carbon–carbon bond (C9′–C15) and an efficient cascade sequence involving a skeletal rearrangement of a presumed epoxide intermediate.