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Platinum‐Catalyzed Cascade Rearrangement Reaction of 1,5‐Diynyl Esters: Unusual Regioselective 1,5‐Hydride Migration
Author(s) -
Zhu Hui,
Huang Jiapian,
Fan Congbin,
Chen Zhiyuan
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500236
Subject(s) - regioselectivity , hydride , catalysis , cascade , platinum , chemistry , combinatorial chemistry , organic chemistry , metal , chromatography
A highly regioselective sequential 1,3‐acyloxy migration/pentannulation/1,5‐hydride migration reaction is disclosed which provides an efficient access to ( E )‐2‐vinyl‐3‐oxo‐1‐methyleneindenes under neutral and mild reaction conditions. The migrated hydrogen atom was derived from an unactivated alkyl group, and the long‐range 1,5‐H shift was confirmed through related deuterium experiments.