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Synergistic catalysis: asymmetric synthesis of cyclopentanes bearing four stereogenic centers

Synergistic catalysis: asymmetric synthesis of cyclopentanes bearing four stereogenic centers
Synergistic catalysis: asymmetric synthesis of cyclopentanes bearing four stereogenic centers
We present a formal [3+2] cycloaddition based on synergistic catalysis. Vinylcyclopropanes derived from cyanoesters react with enals by dual activation using palladium(0) and secondary amines to form the corresponding cyclopentanes in good yields and stereoselectivities.
167-174
Zhang, Kaiheng
60fdb96c-3613-47c2-aeb7-6a6366f4ab67
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Izaga Sebastian, Anabel
c47f47c7-eff0-46a9-ada2-d1b5800a3987
Contamine, Clotilde
cfbf8a3e-a587-4677-b7f8-6bc851e50044
Gimeno, Concepcion M.
c45c1713-833d-48d3-94ac-bb7769500cda
Herrera, Raquel P.
b3099946-1f92-4880-a580-78a75a9945b2
Rios Torres, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Zhang, Kaiheng
60fdb96c-3613-47c2-aeb7-6a6366f4ab67
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Izaga Sebastian, Anabel
c47f47c7-eff0-46a9-ada2-d1b5800a3987
Contamine, Clotilde
cfbf8a3e-a587-4677-b7f8-6bc851e50044
Gimeno, Concepcion M.
c45c1713-833d-48d3-94ac-bb7769500cda
Herrera, Raquel P.
b3099946-1f92-4880-a580-78a75a9945b2
Rios Torres, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441

Zhang, Kaiheng, Meazza, Marta, Izaga Sebastian, Anabel, Contamine, Clotilde, Gimeno, Concepcion M., Herrera, Raquel P. and Rios Torres, Ramon (2017) Synergistic catalysis: asymmetric synthesis of cyclopentanes bearing four stereogenic centers. Synthesis, 49 (1), 167-174. (doi:10.1055/s-0036-1588347).

Record type: Article

Abstract

We present a formal [3+2] cycloaddition based on synergistic catalysis. Vinylcyclopropanes derived from cyanoesters react with enals by dual activation using palladium(0) and secondary amines to form the corresponding cyclopentanes in good yields and stereoselectivities.

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Ciano paper MM.PDF - Accepted Manuscript
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More information

Accepted/In Press date: 20 October 2016
e-pub ahead of print date: 1 December 2016
Published date: 2017
Organisations: Chemistry, Faculty of Natural and Environmental Sciences

Identifiers

Local EPrints ID: 405748
URI: http://eprints.soton.ac.uk/id/eprint/405748
PURE UUID: 04877510-6e2f-4ba0-bb7a-373d12ebaa17
ORCID for Marta Meazza: ORCID iD orcid.org/0000-0003-4382-0626
ORCID for Ramon Rios Torres: ORCID iD orcid.org/0000-0002-3843-8521

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Date deposited: 18 Feb 2017 00:21
Last modified: 16 Mar 2024 05:02

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Contributors

Author: Kaiheng Zhang
Author: Marta Meazza ORCID iD
Author: Anabel Izaga Sebastian
Author: Clotilde Contamine
Author: Concepcion M. Gimeno
Author: Raquel P. Herrera

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