Studies in polypropionate synthesis: High π-face selectivity in syn and anti aldol reactions of chiral boron enolates of lactate-derived ketones

Aldol reactions in polypropionate synthe

Aldol reactions in polypropionate synthesis: High π-face selectivity of enol borinates from α-chiral methyl and ethyl ketones under substrate control

✍ Ian Paterson; Jonathan M. Goodman; Masahiko Isaka 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 277 KB

Use of (c-CgH11)2BCl in the anti-selective aldol reaction of the u-chiral ethylketone 2 leads to high stercoselectivity (>94%) for the 1,2-anti-2,4-anti isomer 7. The related u-chiral methylketone aldol reaction, 8 --t 9, proceeds with 84-93% diastereoselectivity for a range of boron reagents.