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New Platinum‐Catalysed Dihydroalkoxylation of Allenes
Author(s) -
Paz Muñoz María,
de la Torre María C.,
Sierra Miguel A.
Publication year - 2010
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.201000342
Subject(s) - chemistry , allene , platinum , moiety , nucleophile , methanol , carbene , intermolecular force , molecule , catalysis , organic chemistry
A new platinum‐catalysed dihydroalkoxylation of allenes is described to give aliphatic acetals by an unexpected attack of two molecules of methanol to the terminal carbon of the allene moiety. Deuteration experiments suggest an unprecedented formal 1,3‐dipolar addition of methanol to a zwitterionic platinum carbene as the key step. The first platinum‐catalysed intermolecular carbon‐based nucleophile addition to allenes is also reported.