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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (or DDQ) is the chemical reagent with formula C 6 Cl 2 (CN) 2 O 2. This oxidant is useful for the dehydrogenation of alcohols, [3] phenols, [4] and steroid ketones. [5] DDQ decomposes in water, but is stable in aqueous mineral acid. [6]
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The use of protective groups is pervasive but not without criticism. [103] In practical terms their use adds two steps (protection-deprotection sequence) to a synthesis, either or both of which can dramatically lower chemical yield. Crucially, added complexity impedes the use of synthetic total synthesis in drug discovery.
Sequential treatment with trimethylsilyl iodide then methanol can also be used for Boc deprotection, [7] [8] especially where other deprotection methods are too harsh for the substrate. [9] The mechanism involves silylation of the carbonyl oxygen and elimination of tert -butyl iodide ( 1 ), methanolysis of the silyl ester to the carbamic acid ...
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R = heteroatom, alkyl, aryl, allyl etc. or other substituents. In organic chemistry , benzyl is the substituent or molecular fragment possessing the structure R−CH 2 −C 6 H 5 . Benzyl features a benzene ring ( C 6 H 6 ) attached to a methylene group ( −CH 2 − ).
The four phosphorus atoms are at the corners of a tetrahedron surrounding the palladium(0) center. This structure is typical for four-coordinate 18 e − complexes. [2] The corresponding complexes Ni(PPh 3) 4 and Pt(PPh 3) 4 are also well known.
Trimethylsilyl trifluoromethanesulfonate has a variety of other specialized uses. It has been used to install tert-alkyl groups on phosphine (R = alkyl): [6] PH 3 + R 3 C–OAc + Me 3 SiOTf → [(R 3 C) 2 PH 2]OTf. Deprotection of Boc-protected amines can be achieved using trimethylsilyl trifluoromethanesulfonate and triethylamine or 2,6 ...