Chemo‐ and Regioselectivity Enhancement in Solid‐Supported Reactions

Molecular Diversity by Olefin Cross-Metathesis on Solid Support. Generation of Libraries of Biologically Promising β-Lactam Derivatives

“…In drug discovery related organic synthesis, one of the tools for a rapid and efficient construction of diversity-based small molecules is parallel solid-phase synthesis. Particularly, solid-phase chemistry has recently aroused interest in metal-catalyzed cross-coupling reactions since undesirable soluble homodimers can be washed away during purification providing chemoselectivity, while immobilization of one of the substrates makes its homodimerization a less favorable process due to site isolation ( Scheme 1 ) [ 26 ]. In this regard, we and others have recognized the usefulness of solid-supported olefin cross-metathesis for generation of biologically relevant molecules [ 27 , 28 , 29 , 30 , 31 ], including a comprehensive study to understand the process [ 32 , 33 ].…”

Solid-Supported Cross-Metathesis and a Formal Alkane Metathesis for the Generation of Biologically Relevant Molecules

“…The application of metal-catalyzed cross-coupling reactions to solid-phase organic synthesis has increased substantially in the past decade . This has been caused by the emergence of new and more efficient catalysts and the inherent advantages of solid-supported chemistry, including an increase in selectivity . Since the desired product is immobilized on a resin, undesirable side reactions that take place in solution are easily washed away by a simple filtration.…”