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Asymmetric Epoxidation with a Photoactivated [Ru(salen)] Complex
Author(s) -
Nakata Kenya,
Takeda Tsuyoshi,
Mihara Jun,
Hamada, Tetsuya,
Irie Ryo,
Katsuki Tsutomu
Publication year - 2001
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 - 10.1002/1521-3765(20010903)7:17<3776::aid-chem3776>3.0.co;2-m
Subject(s) - catalysis , chemistry , ruthenium , conjugated system , tetramethylpyrazine , solvent , benzene , stoichiometry , enantioselective synthesis , polymer chemistry , organic chemistry , medicinal chemistry , polymer , medicine , alternative medicine , pathology
(Nitrosyl)(salen)ruthenium( II ) complex 1 was found to serve as an efficient catalyst for the epoxidation of conjugated olefins under photoirradiation, with 2,6‐dichloropyridine N ‐oxide ( 2 ) or tetramethylpyrazine N , N ′‐dioxide as a stoichiometric oxidant. High enantioselectivity was achieved irrespective of the substitution pattern of olefins. The choice of solvent depends on stability of the resulting epoxides: high enantioselectivity is generally observed in the reaction with ethereal solvents, but use of benzene is recommended when the resulting epoxides are acid‐sensitive.