Isothiourea-catalyzed enantioselective carboxy group transfer

Caroline Joannesse; Craig P. Johnston; Carmen Concellón; Carmen Simal; Douglas Philp; Andrew D. Smith

doi:10.1002/anie.200904333

Isothiourea-catalyzed enantioselective carboxy group transfer

Caroline Joannesse^*, Craig P. Johnston, Carmen Concellón, Carmen Simal, Douglas Philp, Andrew D. Smith

^*Corresponding author for this work

Chemistry

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

143 Scopus citations

Abstract

Transferable skills: Enantiomerically pure isothioureas promote the 0-to C-carboxyl group transfer of oxazolyl carbonates with excellent levels of enantiocontrol (see scheme). The origin of the enantioselectivity of this process was probed mechanistically and rationalized computationally.

Original language	English (US)
Pages (from-to)	8914-8918
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	47
DOIs	https://doi.org/10.1002/anie.200904333
State	Published - Nov 9 2009

Keywords

Asymmetric catalysis
Carboxy group transfer
Heterocycles
Isothloureas, organocatalysis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200904333

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abstract = "Transferable skills: Enantiomerically pure isothioureas promote the 0-to C-carboxyl group transfer of oxazolyl carbonates with excellent levels of enantiocontrol (see scheme). The origin of the enantioselectivity of this process was probed mechanistically and rationalized computationally.",

keywords = "Asymmetric catalysis, Carboxy group transfer, Heterocycles, Isothloureas, organocatalysis",

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AU - Joannesse, Caroline

AU - Johnston, Craig P.

AU - Concellón, Carmen

AU - Simal, Carmen

AU - Philp, Douglas

AU - Smith, Andrew D.

PY - 2009/11/9

Y1 - 2009/11/9

N2 - Transferable skills: Enantiomerically pure isothioureas promote the 0-to C-carboxyl group transfer of oxazolyl carbonates with excellent levels of enantiocontrol (see scheme). The origin of the enantioselectivity of this process was probed mechanistically and rationalized computationally.

AB - Transferable skills: Enantiomerically pure isothioureas promote the 0-to C-carboxyl group transfer of oxazolyl carbonates with excellent levels of enantiocontrol (see scheme). The origin of the enantioselectivity of this process was probed mechanistically and rationalized computationally.

KW - Asymmetric catalysis

KW - Carboxy group transfer

KW - Heterocycles

KW - Isothloureas, organocatalysis

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ER -

Isothiourea-catalyzed enantioselective carboxy group transfer

Abstract

Keywords

ASJC Scopus subject areas

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