Dual gelation enables delayed antibody release from Diels-Alder hydrogels

Appendix 1. Diels-Alder Reactions

One of the most efficient methods (high yield, controlled stereochemistry, diverse functionality) to construct rings from smaller fragments is via cycloaddition reactions. The reverse reaction, namely splitting of a ring into smaller fragments is termed a cycloreversion reaction is also an important synthetic tool. (For example, in the present experiment it is the cracking of cyclopentadiene di...

Diels–Alder reactions in water*

This review illustrates how water, as an environmentally friendly solvent, can have significant additional benefits when it is used as a solvent for the Diels–Alder reaction. The mechanism by which the unique properties of water enhance the rate and selectivity are discussed. Also, possibilities for the achievement of further increases in rate and enantioselectivity of aqueous Diels–Alder react...

A chiral N-crotonyloxazolidinone Diels-Alder adduct.

(4S)-4-Benzyl-3-[(4S,5S)-(1-methoxy-5-methylcyclohexen-4- yl)carbonyl]-2-oxazolidinone, C19H23NO4, M(r) = 329.40, monoclinic, P2(1), a = 11.453 (3), b = 7.163 (4), c = 11.929 (2) A, beta = 111.86 (2) degree, V = 908.3 (5) A3, Z = 2, D chi = 1.20 g cm-3, lambda (Mo K alpha) = 0.71073 A, mu = 0.79 cm-1, F(000) = 352, T = 297 K, R = 0.034 for 885 reflections with Fo2 greater than 0. The molecule i...

Immuno-polymeric nanoparticles by Diels-Alder chemistry.

The Diels-Alder cyclization of ketenimines.

A Diels-Alder reaction between cyclopentadiene and a variety of ketenimines is reported. A copper(I)-bis(phosphine complex catalyzes the cycloaddition across the C═N bond of the ketenimine in a [4 + 2] reaction to give an enamine intermediate that is hydrolyzed upon purification to generate aminoketones.