Absolute configuration of remisporines A & B.
The absolute configuration of remisporine B was determined based on a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Density functional theory (DFT) was used to calculate the ECD spectra varying the parameter controlling the number of calculated electronic transitions. Mapping the reaction surface provided support for the proposed Diels-Alder dimerization of remisporine A to form remisporine B.
Structural Chemistry, Merck Research Labs, 126 E. Scott Avenue, Rahway, NJ 07065, USA. edward_sherer@merck.com.
Edward C
EC
Sherer
James R
JR
Cheeseman
R Thomas
RT
Williamson
D001203:Ascomycota / Q000737:chemistry; D001688:Biological Products / Q000737:chemistry*; D002867:Chromones / Q000737:chemistry*; D003500:Cyclization; D019281:Dimerization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory
D001688:Biological Products; D002867:Chromones; D006576:Heterocyclic Compounds, 4 or More Rings