Stereoselective synthesis of five- and six-membered carbocycles via Matteson homologation/ring closing metathesis†

The Matteson homologation is found to be a versatile tool for the stereoselective synthesis of polyunsaturated alkyl boronic esters, which are excellent precursors for the construction of five- and six-membered carbocycles via ring-closing metathesis. The high diversity of the Matteson reaction allows for the preparation of highly substituted cyclic boronic esters, which are also suitable for further homologations.