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A Tandem Semipinacol Rearrangement/Alkylation of α‐Epoxy Alcohols: An Efficient and Stereoselective Approach to Multifunctional 1,3‐Diols
Author(s) -
Hu XiangDong,
Fan ChunAn,
Zhang FuMin,
Tu Yong Qiang
Publication year - 2004
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.200353177
Subject(s) - stereocenter , tandem , stereoselectivity , alkylation , epoxy , carbon fibers , chemistry , scheme (mathematics) , stereochemistry , combinatorial chemistry , organic chemistry , computer science , catalysis , materials science , enantioselective synthesis , mathematics , algorithm , composite number , mathematical analysis , composite material
Three contiguous stereocenters , two of which are quaternary carbon atoms, were efficiently and stereoselectively constructed by a tandem semipinacol rearrangement/alkylation of α‐epoxy alcohols with RB(OH) 2 (see scheme).