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Platinum‐Catalyzed Cyclization/[1,2]‐Alkyl Migration/Allyl Shift/Cyclization Cascade of Epoxy Alkynyl Allyl Ethers: A Step‐Economical Route to Spirobenzo[ h ]chromanones
Author(s) -
Yang YanFang,
Shu XingZhong,
Luo JianYi,
Ali Shaukat,
Liang YongMin
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201200126
Subject(s) - stereocenter , chemistry , cascade reaction , alkyl , catalysis , tandem , epoxy , cascade , medicinal chemistry , organic chemistry , materials science , enantioselective synthesis , composite material , chromatography
In tandem : A PtI 4 ‐catalyzed tandem reaction of epoxy alkynyl allyl ethers involving a cyclization, [1,2]‐alkyl migration, O→C allyl shift, aromatic cyclization sequence has been achieved to synthesize spirobenzo[ h ]chromanones. The reaction simultaneously forms two adjacent stereocenters, one of which is a quaternary carbon atom (see scheme).