- Stereoselective [4+2]-Cycloaddition with Chiral Alkenylboranes
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A method for the stereoselective [4+2]-cycloaddition of alkenylboranes and dienes is presented. This transformation was accomplished through the introduction of a new strategy that involves the use of chiral N-protonated alkenyl oxazaborolidines as dieneophiles. The reaction leads to the formation of products that can be readily derivatized to more complex structural motifs through stereospecific transformations of the C?B bond such as oxidation and homologation. Detailed computation evaluation of the reaction has uncovered a surprising role of the counterion on stereoselectivity.
- Brown, M. Kevin,Houk, K. N.,Ni, Dongshun,Witherspoon, Brittany P.,Zhang, Hong,Zhou, Chen
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supporting information
p. 11432 - 11439
(2020/05/18)
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- SOLID FORMS OF 2-(TERT-BUTYLAMINO)-4-((1R,3R,4R)-3-HYDROXY-4-METHYLCYCLOHEXYLAMINO)-PYRIMIDINE-5-CARBOXAMIDE, COMPOSITIONS THEREOF AND METHODS OF THEIR USE
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Provided herein are formulations, processes, solid forms and methods of use relating to 2-(tert-butylamino)-4-((1R,3R,4R)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide.
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- SOLID FORMS OF 2-(TERT-BUTYLAMINO)-4-((1R,3R,4R)-3-HYDROXY-4-METHYLCYCLOHEXYLAMINO)-PYRIMIDINE-5-CARBOXAMIDE, COMPOSITIONS THEREOF AND METHODS OF THEIR USE
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Provided herein are formulations, processes, solid forms and methods of use relating to 2- (tert-butylamino)-4-((lR,3R,4R)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5- carboxamide.
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- Trichodiene Synthase. Synergistic Inhibition by Inorganic Pyrophosphate and Aza Analogs of the Bisabolyl Cation
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A series of aza analogs of the bisabolyl and α-terpinyl cations were tested as inhibitors of the sesquiterpene cyclase, trichodiene synthase.Both (R)- and (S)-16 and (R)- and (S)-13 as well as trimethylamine were only weak inhibitors when incubated alone.In the presence of inorganic pyrophosphate, itself a known competitive inhibitor of trichodiene synthase, all five amines showed strong cooperative competitive inhibition with an enhancement factor estimated to be 10-40.The apparent induced inhibition constant αKJ decreased in going from trimethylamine to the monoterpene analogs 13 and was strongest for the sesquiterpene analogs 16, indicating that both electrostatic and hydrophobic interactions are important in the binding of each intermediate analog.The cyclase showed little discrimination, however, between the individual enantiomers of each inhibitor.
- Cane, David E.,Yang, Guohan,Coates, Robert M.,Pyun, Hyung-Jung,Hohn, Thomas M.
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p. 3454 - 3462
(2007/10/02)
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