Toward the synthesis of spirastrellolide A: construction of two C1-C25 diastereomers containing the BC-spiroacetal.
[reaction: see text] Stereo-controlled syntheses of two possible C1-C25 diastereomers of spirastrellolide A containing the cis-disubstituted tetrahydropyran and [6,6]-spiroacetal are reported, exploiting boron-mediated asymmetric aldol and allylation methodology.
Paterson
Ian
I
University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. ip100@cam.ac.uk
Anderson
Edward A
EA
Dalby
Stephen M
SM
Loiseleur
Olivier
O
D000080:Acetals / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013141:Spiro Compounds; D013237:Stereoisomerism
D000080:Acetals; D018942:Macrolides; D013141:Spiro Compounds; C475125:spirastrellolide A; D002244:Carbon