Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5211989 | Tetrahedron | 2017 | 5 Pages |
Abstract
Stereocontrolled total synthesis of obolactone was achieved from trans-cinnamaldehyde. The key steps in this synthetic sequence are a asymmetric Mukaiyama Aldol, a Crimmins' modified Evans' Aldol reaction to introduce C2â² stereocentre, a nucleophilic addition of potassium salt of mono methyl malonate, a Z-olefination using Andos' modified Horner-Wadsworth-Emmons reagent to introduce Z-olefin at C3, C4 in the final lactone skeleton, and a tandem deprotection and lactonization.
Graphical abstractDownload high-res image (191KB)Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Rayala Naveen Kumar, H.M. Meshram,