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Functionality Propagation by Alkylative Oxidation of Cross‐Conjugated Cycloheptadienyl Sulfones
Author(s) -
Torres Eduardo,
Chen Yuzhong,
Kim In Chul,
Fuchs P. L.
Publication year - 2003
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.200350955
Subject(s) - enantiopure drug , sulfone , chemistry , nucleophile , sulfur , conjugated system , sequence (biology) , combinatorial chemistry , methylation , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , dna , biochemistry , polymer
Getting the most out of sulfur . Enantiopure epoxyvinyl sulfone 1 is transformed to syn‐ and anti ‐dienyl sulfones 2 and 3 , respectively, by means of a nucleophilic methylation/sulfenylation/directed elimination reaction sequence. Compound 2 has been converted into termini‐differentiated seven‐carbon polypropionate segments found in five biologically significant natural products.