Synthesis of enantiopure termini-differentiated heptane stereotriads. Application to side chain-functionalized tetrahydrofurans of IKD-8344.
Enantiopure epoxy cycloheptenyl sulfones syn-7b and anti-7b are prepared in five high-yielding and stereospecific operations from 1, 3-cycloheptadiene. These substrates serve as effective precursors for cis- and trans-substituted tetrahydrofurans (12, 10) which are segments of the antineoplastic agent IKD-8344.
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA.
W
W
Jiang
D A
DA
Lantrip
P L
PL
Fuchs
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D003508:Cycloheptanes / Q000378:metabolism; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D003508:Cycloheptanes; D005663:Furans; C413767:IKD 8344; C018674:tetrahydrofuran