Rhodium-Catalyzed Hydroboration: Directed Asymmetric Desymmetrization

Rhodium-catalyzed asymmetric hydroboration in conjunction with directing groups can be used control relative and absolute stereochemistry. Hydroboration has the potential to create new C–C, C–O, and C–N bonds from an intermediate C–B bond with retention of stereochemistry. Desymmetrization resulting in the loss of one or more symmetry elements can give rise to molecular chirality, i.e., the conversion of a prochiral molecule to one that is chiral. Unsaturated amides and esters hold the potential for two-point binding to the rhodium catalyst and have been shown to direct the regiochemistry and impact stereochemistry in asymmetric hydroborations of acyclic β,γ-unsaturated substrates. In the present study, the pendant amide functionality directs the hydroboration cis in the cyclic substrates studied; the corresponding ester substrates do so to a lesser extent. The enantioselectivity is determined by regioselective addition to the re or si site of the rhodium-complexed alkene. The effect of catalyst, ligand and borane on the observed diastereoselectivity and enantioselectivity for a variety of cyclopentenyl ester and amide substrates is discussed.

THE HANDBOOK OF WILDLIFE DEPREDATION TECHNIQUES: A SYNOPSIS

In 1979, the Game Division Administration of the Wyoming Game and Fish Department (WGFD) appointed John Demaree and Tim Fagan to develop a handbook that would address the ever increasing problem of wildlife depredation. Field personnel were often times at a loss on how to deal with or evaluate the assorted types of damage situations they were encountering. Because Wyoming requires landowners to be reimbursed for damage done by big and trophy game and game birds to their crops and livestock, an evaluation and techniques handbook was desperately needed. The initial handbook, completed in January 1981, was 74 pages, and both John and I considered it a masterpiece. It did not take long, however, for this handbook to become somewhat lacking in information and outdated. In 1990, our administration approached us again asking this time for an update of our ten-year-old handbook. John and I went to work, and with the assistance of Evin Oneale of the Wyoming Cooperative Fish and Wildlife Research unit, and Bill Hepworth and John Schneidmiller of the WGFD, have just completed the second edition. This edition is over 600 pages and titled "The Handbook of Wildlife Depredation Techniques." Neither of us care to be around when a third edition is needed. In this handbook we have attempted to cover any type of damage situation our personnel may encounter. Although the primary function of this manual is to inform department personnel about proper and uniform damage prevention and evaluation techniques, it also provides relative and pertinent information concerning the many aspects of wildlife depredation. Information for this handbook has been compiled from techniques developed by our personnel, personnel from other states and provinces, and published data on wildlife depredation. There are nine chapters, a reprint, and Appendix section in this handbook. We will briefly summarize each chapter regarding its contents.