23580-51-0Relevant articles and documents
Gold-Catalyzed Iminations of Terminal Propargyl Alcohols with Anthranils with Atypical Chemoselectivity for C(1)-Additions and 1,2-Carbon Migration
Skaria, Manisha,More, Sayaji Arjun,Kuo, Tung-Chun,Cheng, Mu-Jeng,Liu, Rai-Shung
, p. 3600 - 3608 (2020/03/04)
This work reports gold-catalyzed iminations of terminal propargyl alcohols with anthranils or isoxazoles to yield E-configured α-amino-2-en-1-ones and -1-als with complete chemoselectivity. These catalytic iminations occur exclusively with C(1)-nucleophilic additions on terminal alkynes, in contrast to a typical C(2)-route. For 3,3-dialkylprop-1-yn-3-ols, a methyl substituent is superior to long alkyl chains as the 1,2-migration groups toward α-imino gold carbenes. For secondary prop-1-yn-3-ols, phenyl, vinyl, and cyclopropyl substituents are better than hydrogen as the migrating groups, obviating typical gold carbene reactions. DFT calculations have been performed to rationalize the observed C(1)-regioselectivity and the preferable cyclopropyl migration based on gold carbene pathways.
8,12-Dialkyl-PGE, and PGF1α
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, (2008/06/13)
Prostaglandins E1 -type and F1 -type compounds of the formula EQU1 wherein R is hydrogen or a hydrocarbyl group containing from 1 to 12 carbon atoms, inclusive, wherein W is EQU2 or O =, wherein R7, R8, R9, R10, R11, R12, R13, and R14 are hydrogen or alkyl of 1 to 4 carbon atoms, inclusive, provided (1) that at least one of R7, R8, R9, R10, R11, R12, R13, and R14 is alkyl (2) that when R13 is alkyl, at least one of R7, R8, R9, R10, R11, R12, and R14 is alkyl, and (3) that when R7 is alkyl or thwn R7 and R8 are alkyl, at least one of R9, R10, R11, R12, R13, and R14 is alkyl; and the enantiomers and racemic mixtures thereof. These are useful for the same pharmacological purposes as the unsubstituted prostaglandins.
