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Lewis‐Acid‐Catalysed Tandem Meinwald Rearrangement/Intermolecular [3+2]‐Cycloaddition of Epoxides with Donor–Acceptor Cyclopropanes: Synthesis of Functionalized Tetrahydrofurans
Author(s) -
Kumar Pandey Ashok,
Ghosh Asit,
Banerjee Prabal
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403590
Subject(s) - chemistry , cycloaddition , enantioselective synthesis , lewis acids and bases , tandem , intermolecular force , catalysis , aryl , acceptor , stereochemistry , medicinal chemistry , organic chemistry , molecule , materials science , alkyl , physics , composite material , condensed matter physics
A Lewis‐acid‐catalysed tandem Meinwald rearrangement/[3+2]‐cycloaddition of epoxides with donor–acceptor cyclopropanes to synthesize varieties of cis ‐2,5‐aryl‐benzyl‐substituted tetrahydrofurans is described. An enantioselective version of the same transformation was achieved using an InCl 3 –PyBOX catalyst system.