116546-78-2Relevant academic research and scientific papers
A practical synthesis of (+)-discodermolide and analogues: Fragment union by complex aldol reactions
Paterson,Florence,Gerlach,Scott,Sereinig
, p. 9535 - 9544 (2007/10/03)
A practical stereocontrolled synthesis of (+)-discodermolide (1) has been completed in 10.3% overall yield (23 steps longest linear sequence). The absolute stereochemistry of the C1-C6 (7), C9-C16 (8), and Csub
Versatile enantioselective synthesis of four diastereomers of serricornin, a sex pheromone of the cigarette beetle, using the SAMP/RAMP-hydrazone method
Job, Andreas,Nagelsdiek, Rene,Enders, Dieter
, p. 524 - 538 (2007/10/03)
Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natura
The total synthesis of swinholide A. Part 1 : A stereocontrolled synthesis of a C19-C32 segment
Paterson, Ian,Cumming, John G.,Ward, Richard A.,Lamboley, Serge
, p. 9393 - 9412 (2007/10/02)
The C19-C32 segment 10 of swinholide A was prepared in 15 steps (8% yield, 82% ds) from (±)-16. Key steps include (i) the Sharpless epoxidation, 16 → 17, (ii) the acetal allylation, 15 → 23, (iii) the anti aldol addition, 13 + 14 → 1
Studies in macrolide synthesis: A stereocontrolled synthesis of oleandolide employing reagent- and substrate-controlled aldol reactions of (S)-1-(benzyloxy)-2-methylpentan-3-one
Paterson,Norcross,Ward,Romea,Lister
, p. 11287 - 11314 (2007/10/02)
A highly stereocontrolled total synthesis of oleandolide (2), the aglycon of the macrolide antibiotic oleandomycin (1), has been completed in 8% overall yield (20 steps longest linear sequence, 26 steps in total) with 90% overall diastereoselectivity. Ini
ALDOL CONDENSATIONS OF CHIRAL ETHYLKETONES: CONTROL BY CHIRAL BORON REAGENTS.
Paterson, Ian,Lister, Anne M.
, p. 585 - 588 (2007/10/02)
The chiral reagents (+)- and (-)-(Ipc)2BOTf, in the presence of Et3N, are used to control the aldol condensation reactions of chiral ethylketone 5 with prochiral aldehydes.The SS isomer, 6 or 8, or SA isomer, 7 or 9, is then formed in >99 percentee and wi
