General Characteristics –p-Methoxybenzyl (PMB or MPM) group can be protected or deprotected under the same conditions as benzyl group. It can also be deprotected under mildly oxidizing ...
Posts by Category: Reactions
Mitsunobu Reaction
General Characteristics -A secondary alcohol reacts with diethyl azodicarboxylate (DEAD), triphenylphosphine (Ph3P), and benzoic acid to give a corresponding benzoyloxy derivative with the inversion ...
Benzyl (Bn) Protective Group
General Characteristics -Benzyl group (Bn) is stable towards both acids and bases and is a highly general protecting group. -Base sensitive compounds can be protected using BnOC(=NH)CCl3 under acidic ...
Silyl Protective Groups
General Characteristics -Serving as effective protective groups for alcohols, silyl ethers are used extensively in laboratory scale synthesis. -At least two of the three R’ groups are the same group, ...
Minisci Reaction
Characteristics Literature reference ・Minisci, F.; Bernardi, R.; Bertini, F.; Galli, R.; Perchinummo, M. Tetrahedron 1971, 27, 3575. DOI:10.1016/S0040-4020(01)97768-3 ・Minisci, F.; Vismara, ...
Thorpe-Ziegler Reaction
Characteristics The reaction between a nitrile and an alkoxide base leads to the formation of a β-iminonitrile from which an α-cyanoketone is obtained by mild acid hydrolysis. This reaction is ...
Hydration of Alkyne
Characteristics Hydration of alkynes is simply the addition of H2O in the presence of Lewis acids. The hydration of alkynes has been extensively studied for more than 100 years. This reation allows ...
Selective Transformation with Tin Acetal
Characteristics Typically, the 1,2-diol is treated with Bu2SnX, where X = O or (OMe), with removal (azeotropic or desiccant) of either H2O or MeOH to afford the requisite stannylidenes (“tin ...
Ichikawa Allylcyanate Rearrangement
Characteristics Ichikawa Allylcyanate rearrangement is [3.3] sigmatropic rearrangement of allyl cyanates to isocyanate. The rearrangement begins with dehydration of allyl carbamate by Appel ...
Singlet Oxygen
Characteristics Since molecular oxygen exists in a triplet ground state (3O2),the spin conservation rule restricts its transforma- tions to radical-type reactions, which are normally quite ...