Natural products with anti-Bredt and bridgehead double bonds.
Well over a hundred years ago, Professor Julius Bredt embarked on a career pursuing and critiquing bridged bicyclic systems that contained ring strain induced by the presence of a bridgehead olefin. These endeavors founded what we now know as Bredt's rule (Bredtsche Regel). Physical, theoretical, and synthetic organic chemists have intensely studied this premise, pushing the boundaries of such systems to arrive at a better understood physical phenomenon. Mother nature has also seen fit to construct molecules containing bridgehead double bonds that encompass Bredt's rule. For the first time, this topic is reviewed in a natural product context.
Institute for Molecular Bioscience, The University of Queensland, Brisbane (Australia).
Jeffrey Y W
JY
Mak
Rebecca H
RH
Pouwer
Craig M
CM
Williams
D001688:Biological Products / Q000737:chemistry*; D015394:Molecular Structure
D001688:Biological Products
Bredt’s rule; anti-Bredt; bridgehead alkenes; natural products; strained double bonds