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Carbene Transfer – A New Pathway for Propargylic Esters in Gold Catalysis
Author(s) -
Lauterbach Tobias,
Gatzweiler Sabrina,
Nösel Pascal,
Rudolph Matthias,
Rominger Frank,
Hashmi A. Stephen K.
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300572
Subject(s) - carbene , chemistry , alkyne , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry , polymer chemistry , photochemistry
Gold carbenes generated via 1,2‐migration of a propargylic ester group can be transferred over a tethered alkyne. The use of aromatic backbones leads after a 1,7‐carbene transfer to a benzyl‐stabilized carbene as intermediate. A 1,2‐shift of a methyl group delivers vinyl‐substituted β‐naphthol derivatives as the final products.