Enantioselective synthesis of (+)-isolysergol via ring-closing metathesis.
The first enantioselective synthesis of (+)-isolysergol was completed in 12 steps from commercially available materials by a novel approach that features a late stage microwave-mediated, diastereomeric ring-closing metathesis catalyzed by a chiral molybdenum catalyst to simultaneously form the D ring and set the stereocenter at C(8).
Deck
Jason A
JA
Department of Chemistry and Biochemistry, The University of Texas, Austin, Texas 78712, USA.
Martin
Stephen F
SF
D002384:Catalysis; D003500:Cyclization; D004873:Ergolines / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D008982:Molybdenum / Q000737:chemistry*; D013237:Stereoisomerism
D004873:Ergolines; D008982:Molybdenum; C061884:lysergol
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