Certain features of will be down for maintenance the evening of Friday August 18th starting at 8:00 pm CDT until Saturday August 19th at 12:01 pm CDT.   Please note that you still have telephone and email access to our local offices. We apologize for any inconvenience.

Synthesis of Tetrasubstituted Olefins

By: William Sommer, Aldrich ChemFiles 2009,9.6, 5.

Aldrich ChemFiles 2009,9.6, 5.

In their preparation of sominone (R = OH, 22ß-O) and related analogs, Matsuya and coworkers used RCM to generate tetrasubstituted olefins. The RCM reaction was utilized in the preparation of the lactone side chain (Scheme 6). While ring closure affording the tetrasubstituted olefin with the Hoveyda-Grubbs catalyst (2nd Generation) proceeded in low yields (15–24%), it allowed a rapid and modular entry into the desired motif.1

Scheme 6

back to top Back to Top




  1. Matsuya, Y. et al. Org. Lett. 2009, 11, 3970.

back to top Back to Top

Related Links