128146-35-0Relevant academic research and scientific papers
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
Studies in macrolide synthesis: A stereocontrolled synthesis of a (9S)-macrolide intermediate for oleandomycin using chiral boron reagents
Paterson,Lister,Norcross
, p. 1767 - 1770 (2007/10/02)
The (9S)-macrolide 1 (P = TBS) was prepared in 14 stpes (5% yield) with 63% overall ds starting from the ethyl ketone (S)-2. The C1-C7 and C8-C13 segments, 3 and 4, were obtained via boron enolate aldol reaction
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
