Transforming terpene feedstock into polyketide architecture.
The Cu-catalyzed synthesis of skipped 1,4-dienes from allylic acetates and vinyl-Grignard reagents is key to bidirectional modifications of acyclic terpene acetates. As a result, trisubstituted double bond containing subunits can be readily transferred into complex polyketides from inexpensive bulk terpenes.
Winter
Philipp
P
TU Dortmund University, Otto-Hahn-Str. 6, D-44227 Dortmund, Germany.
Vaxelaire
Carine
C
Heinz
Christoph
C
Christmann
Mathias
M
D002384:Catalysis; D003300:Copper / Q000737:chemistry; D053138:Cyclohexenes / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry*
D053138:Cyclohexenes; D018942:Macrolides; D009942:Organometallic Compounds; D013729:Terpenes; C048401:1,4-cyclohexadiene; D003300:Copper