Isothiourea‐Mediated Asymmetric  O ‐ to  C ‐Carboxyl Transfer of Oxazolyl Carbonates: Structure–Selectivity Profiles and Mechanistic Studies | Zendy

Joannesse Caroline | Zendy; Johnston Craig P. | Zendy; Morrill Louis C. | Zendy; Woods Philip A. | Zendy; Kieffer Madeleine | Zendy; Nigst Tobias A. | Zendy; Mayr Herbert | Zendy; Lebl Tomas | Zendy; Philp Douglas | Zendy; Bragg Ryan A. | Zendy; Smith Andrew D. | Zendy

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Isothiourea‐Mediated Asymmetric O ‐ to C ‐Carboxyl Transfer of Oxazolyl Carbonates: Structure–Selectivity Profiles and Mechanistic Studies

Author(s) -

Joannesse Caroline,

Johnston Craig P.,

Morrill Louis C.,

Woods Philip A.,

Kieffer Madeleine,

Nigst Tobias A.,

Mayr Herbert,

Lebl Tomas,

Philp Douglas,

Bragg Ryan A.,

Smith Andrew D.

Publication year - 2012

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201102847

Subject(s) - selectivity , chemistry , stereochemistry , catalysis , biochemistry

The structural motif within a series of tetrahydropyrimidine‐based isothioureas necessary for generating high asymmetric induction in the asymmetric Steglich rearrangement of oxazolyl carbonates is fully explored, with crossover and dynamic 19 F NMR experiments used to develop a mechanistic understanding of this transformation.

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