ol7b01473_si_002.cif (142.07 kB)
Organocatalytic Enantioselective Michael–Acetalization–Reduction–Nef Reaction for a One-Pot Entry to the Functionalized Aflatoxin System. Total Synthesis of (−)- Dihydroaflatoxin D2 and (−)- and (+)-Microminutinin
dataset
posted on 2017-06-13, 14:21 authored by Wei-Lun Huang, Arun Raja, Bor-Cherng Hong, Gene-Hsiang LeeAn efficient method
has been developed for the enantioselective
synthesis of the aflatoxin system with multiple stereocenters via
a sequence of organocatalytic Michael–acetalization–reduction–Nef
reactions that proceed with high enantioselectivities (90–99%
ee). The one-pot reaction sequence provides a facile entry to the
aflatoxin system, including dihydroaflatoxin D2, which
includes a formal total synthesis of aflatoxin B2. The
first total synthesis of (−)- and (+)-microminutinin was also
achieved via this protocol.