Stereoselective synthesis of the C1-C13 fragment of 2,3-dihydrodorrigocin A.
[Chemical reaction: see text] The first synthesis of the C1-C13 fragment of 2,3-dihydrodorrigocin A has been achieved from 6-bromohexanoic acid in 14 linear steps and an overall yield of 2%. The configurations of the stereogenic centers C8, C9, and C10 have been determined to be the same as for migrastatin.
Le Brazidec
Jean-Yves
JY
Department of Chemistry and Biology, Conforma Therapeutics Corporation, 9393 Towne Centre Drive, Suite 240, San Diego, California 92121, USA. jlebrazidec@conformacorp.com
Gilson
Charles A
CA
Boehm
Marcus F
MF
D006900:Hydroxylation; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D010881:Piperidones / Q000138:chemical synthesis; D013237:Stereoisomerism
D007202:Indicators and Reagents; D010881:Piperidones; C089606:dorrigocin A