160796-66-7Relevant academic research and scientific papers
Highly stereoselective aldol reaction based on titanium enolates from (S)-1-benzyloxy-2-methyl-3-pentanone
Solsona, Joan G.,Nebot, Joaquim,Romea, Pedro,Urpi, Felix
, p. 6533 - 6536 (2007/10/03)
Alternative titanium-mediated aldol procedures based on several protected β-hydroxy ethyl ketones have been surveyed. Eventually, enolization of (S)-1-benzyloxy-2-methyl-3-pentanone (1) with (i-PrO)TiCl3/i-Pr 2NEt provided a very rea
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 REACTIONS IN POLYPROPIONATE SYNTHESIS: HIGH ?-FACE SELECTIVITY OF ENOL BORINATES FROM α-CHIRAL METHYL AND ETHYL KETONES UNDER SUBSTRATE CONTROL.
Paterson, Ian,Goodman, Jonathan M.,Isaka, Masahiko
, p. 7121 - 7124 (2007/10/02)
Use of (c-C6H11)2BCl in the anti-selective aldol reaction of the α-chiral ethylketone 2 leads to high stereoselectivity (>94percent) for the 1,2-anti-2,4-anti isomer 7.The related α-chiral methylketone aldol reaction, 8 9, proceeds with 84-93percent d
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
