New platinum-catalysed dihydroalkoxylation of allenes

Maria Munoz-Herranz; María C. de la Torre; Miguel A. Sierra

doi:10.1002/adsc.201000342

New platinum-catalysed dihydroalkoxylation of allenes

Maria Munoz-Herranz
, María C. de la Torre
, Miguel A. Sierra

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	2189-2194
Number of pages	6
Journal	Advanced Synthesis & Catalysis
Volume	352
Issue number	13
DOIs	https://doi.org/10.1002/adsc.201000342
Publication status	Published - 2010

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10.1002/adsc.201000342

21 Citations
1 Special issue

Unravelling mechanistic insights in the platinum-catalysed dihydroalkoxylation of allenes
Quiros Lopez, M., Gomez-Bengoa, E. & Munoz-Herranz, M. P., 28 Jan 2020, In: Pure and Applied Chemistry. 92, 1, p. 167-177 11 p.
Research output: Contribution to journal › Special issue › peer-review

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title = "New platinum-catalysed dihydroalkoxylation of allenes",

abstract = "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.",

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AU - de la Torre, María C.

AU - Sierra, Miguel A.

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AB - 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.

U2 - 10.1002/adsc.201000342

DO - 10.1002/adsc.201000342

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EP - 2194

JO - Advanced Synthesis & Catalysis

JF - Advanced Synthesis & Catalysis

IS - 13

ER -

New platinum-catalysed dihydroalkoxylation of allenes

Abstract

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Research output

Unravelling mechanistic insights in the platinum-catalysed dihydroalkoxylation of allenes

Cite this