How can we protect phenol group?

How can we protect phenol group?

Ethers are the most widely used protective groups for phenols and in general they are more easily cleaved than the analogous ethers of simple alcohols. Esters are also important protective groups for phenols, but are not as stable to hydrolysis as the related alcohol derivatives.

What are orthogonal protecting groups?

The presence of both protective groups in the same molecule therefore enables selective deprotection of one protected amino group for a further reaction while the second protected amino group remains untouched. This is referred to as an orthogonal protecting group strategy.

Which group is used for protection of aldehyde?

Cyclic acetals and ketals are the most useful carbonyl (aldehyde or ketone) protecting groups.

How do you protect a diol?

The most important method for the protection 1.2 diols or 1,3 diols is to convert them into a cyclic acetals or ketals. When the alcohols do not carry base labile group, they can be converted into their methyl ethers with suitable methylating agents i.e. diazomethane, methyl iodide etc.

Why is phenol protection important in organic chemistry?

Phenol protection enjoys a special place in organic synthesis. In addition to being good leaving groups for coupling reactions, sulfonates, e.g. a triflate such as 12, are attracting growing attention because of the way they change the reactivity around the arene ring. This necessitates eventual deprotection.

How is benzenesulfonyl used to protect N-functional groups?

Pierre Vogel of the Swiss Federal Institute of Technology, Lausanne, has demonstrated ( Org. Lett. 2004, 6, 2693. DOI: 10.1021/ol049135q ) that using benzenesulfonyl radical, one can efficiently and selectively remove these protecting groups, one after the other.

Why is protection of N and O functional groups important?

Protection of N – and O -Functional Groups O – and N -protection is often necessary in organic synthesis. Several recent advances in functional group protection-deprotection are particularly noteworthy. Primary benzenesulfonamides have been notoriously difficult to protect.

Which is the best protection group for alcohol?

In addition to the more common allyl protecting groups, alcohols can be protected as methallyl and prenyl ethers. Pierre Vogel of the Swiss Federal Institute of Technology, Lausanne, has demonstrated ( Org. Lett. 2004, 6, 2693.