Recent applications in natural product synthesis of dihydrofuran and -pyran formation by ring-closing alkene metathesis.
In the past two decades, alkene metathesis has risen in prominence to become a significant synthetic strategy for alkene formation. Many total syntheses of natural products have used this transformation. We review the use, from 2003 to 2015, of ring-closing alkene metathesis (RCM) for the generation of dihydrofurans or -pyrans in natural product synthesis. The strategies used to assemble the RCM precursors and the subsequent use of the newly formed unsaturation will also be highlighted and placed in context.
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK. david.hodgson@chem.ox.ac.uk.
Reece
R
Jacques
Ritashree
R
Pal
Nicholas A
NA
Parker
Claire E
CE
Sear
Peter W
PW
Smith
Aubert
A
Ribaucourt
David M
DM
Hodgson
D000475:Alkenes / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D005663:Furans / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry*
D000475:Alkenes; D001688:Biological Products; D005663:Furans; D011714:Pyrans