Distal Allylic/Benzylic C−H Functionalization of Silyl Ethers Using Donor/Acceptor Rhodium(II) Carbenes
نویسندگان
چکیده
منابع مشابه
Synthesis of cyclopentenones from cyclopropanes and silyl ynol ethers.
Five-membered carbocyclic rings appear in all classes of organic materials including pharmaceutical agents, polymers, natural products, and catalysts. Accordingly, their preparation has challenged synthetic chemists since the inception of the field. In this regard, [3+2] cycloadditions—both concerted and stepwise—represent convergent strategies for the formation of the cyclopentane nucleus. Dip...
متن کاملThe chemoselective and efficient deprotection of silyl ethers using trimethylsilyl bromide.
An efficient and chemoselective cleavage of silyl ethers (primary, secondary and aromatic) by using catalytic quantities of trimethylsilyl bromide (TMSBr) in methanol is reported. A wide range of alkyl silyl ethers such as TBS, TIPS, and TBDPS can be chemoselectively cleaved in high yield in the presence of aryl silyl ethers. The deprotection of silyl esters was also achieved employing catalyti...
متن کاملFormal (3+3) cycloaddition of silyl enol ethers catalyzed by trifric imide: domino Michael addition-claisen condensation accompanied with isomerization of silyl enol ethers.
We describe here a Tf₂NH-catalyzed formal (3+3) cycloaddition of silyl enol ethers with acrylates as a new domino reaction. In the domino sequence, the catalyst activates Michael addition, deprotonation of the resulting silyloxonium cation and intramolecular Claisen condensation. It was found that reaction modes significantly depend on the reaction temperature. We also examined the mechanistic ...
متن کاملOne-pot synthesis of tropinone by tandem (domino) ene-type reactions of acetone silyl enol ethers.
A synthetic approach for tropane alkaloids on the basis of tandem (domino) ene-type reactions of acetone silyl enol ethers with iminium ions is shown to be triggered by intermolecular ene-type reactions followed by 6-(2,5) silatropic ene-type cyclizations.
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ژورنال
عنوان ژورنال: Angewandte Chemie
سال: 2020
ISSN: 0044-8249,1521-3757
DOI: 10.1002/ange.201916530