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Your search keyword '"Washio, Takuya"' showing total 2 results
Start Over Author "Washio, Takuya" Publisher royal society of chemistry
2 results on '"Washio, Takuya"'

1. Highly enantioselective hetero-Diels–Alder reactions between Rawal’s diene and aldehydes catalyzed by chiral dirhodium(ii) carboxamidatesThis article is part of a ChemComm ‘Catalysis in Organic Synthesis’ web-theme issue showcasing high quality research in organic chemistry. Please see our website (http://www.rsc.org/chemcomm/organicwebtheme 2009) to access the other papers in this issue.Electronic supplementary information (ESI) available: Experimental details and spectroscopic data of the products. See DOI: 10.1039/b919535a

Author

Watanabe, Yudai, Washio, Takuya, Shimada, Naoyuki, Anada, Masahiro, and Hashimoto, Shunichi

Subjects
*DIELS-Alder reaction, *ALDEHYDES, *CHIRALITY, *RHODIUM catalysts, *CARBONYL compounds, *ORGANIC synthesis, *LEWIS acids, *BUTADIENE
Abstract

The first example of a chiral Lewis acid-catalyzed enantioselective hetero-Diels–Alder (HDA) reaction between 1-dimethylamino-3-silyloxy-1,3-butadiene (Rawal’s diene) and aldehydes is described. The cycloaddition reaction under the influence of 1 mol% of dirhodium(ii) tetrakis[N-benzene-fused-phthaloyl-(S)-piperidinonate], Rh2(S-BPTPI)4, proceeded cleanly and gave, after treatment with acetyl chloride, the corresponding dihydropyranones in up to 99% ee. [ABSTRACT FROM AUTHOR]

Published
2009
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2. Enantio- and diastereoselective hetero-Diels-Alder reactions between 2-aza-3-silyloxy-1,3-butadienes and aldehydes catalyzed by chiral dirhodium(II) carboxamidates.

Author

Watanabe Y, Washio T, Krishnamurthi J, Anada M, and Hashimoto S

Subjects
Catalysis, Oxazines chemical synthesis, Oxazines chemistry, Stereoisomerism, Aldehydes chemistry, Butadienes chemistry, Coordination Complexes chemistry, Rhodium chemistry
Abstract

The first catalytic asymmetric hetero-Diels-Alder reaction between 2-aza-3-silyloxy-1,3-butadienes and aldehydes is described. With dirhodium(II) tetrakis[N-benzene-fused-phthaloyl-(S)-piperidinonate], Rh(2)(S-BPTPI)(4), the cycloaddition reaction proceeded exclusively in an endo mode to give all-cis-substituted 1,3-oxazinan-4-ones in high yields with up to 98% ee.

Published
2012
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