- Tungsten-catalyzed regio- and enantioselective aminolysis of trans-2,3-epoxy alcohols: An entry to virtually enantiopure amino alcohols
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The first catalytic enantioselective aminolysis of trans-2,3-epoxy alcohols has been accomplished. This stereo-specific ring-opening process was efficiently promoted by a tungsten/bis(hydroxamic acid) catalytic system, furnishing various anti-3-amino-1,2-diols with excellent regiocontrol and high enantioselectivities (up to 95% ee). Moreover, virtually enantiopure 3-amino-1,2-diols could be obtained by the sequential combination of two reactions that both involve the use of a chiral catalyst.
- Wang, Chuan,Yamamoto, Hisashi
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supporting information
p. 13920 - 13923
(2015/02/05)
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- Tungsten-catalyzed regioselective and stereospecific ring opening of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides
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The first catalytic, highly C3-selective, stereosepecific ring-opening reaction of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been accomplished. This process was efficiently promoted by W-salts, and the developed method was applicable to various epoxides with diverse N-and O-nucleophiles affording the products in good to excellent yields (up to 95%) and generally with high regioselectivities (C3:C2 up to >99:1).
- Wang, Chuan,Yamamoto, Hisashi
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supporting information
p. 6888 - 6891
(2014/06/09)
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