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Your search keyword '"Washio, Takuya"' showing total 2 results
Start Over Author "Washio, Takuya" Topic aldehydes
2 results on '"Washio, Takuya"'

1. 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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2. Highly enantioselective hetero-Diels-Alder reactions between Rawal's diene and aldehydes catalyzed by chiral dirhodium(II) carboxamidates.

Author

Watanabe Y, Washio T, Shimada N, Anada M, and Hashimoto S

Subjects
Catalysis, Cyclization, Molecular Structure, Stereoisomerism, Aldehydes chemistry, Amines chemistry, Organosilicon Compounds chemistry, Rhodium chemistry
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], Rh(2)(S-BPTPI)(4), proceeded cleanly and gave, after treatment with acetyl chloride, the corresponding dihydropyranones in up to 99% ee.

Published
2009
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