Stereoselective total synthesis of Oxylipin from open chain gluco-configured building block.
Total synthesis of naturally occurring Oxylipin has been achieved from open chain gluco-configured building block which is readily assembled from inexpensive and commercially available D-(+)-gluconolactone. Grignard reaction and Wittig olefination reactions are key steps for the requisite CC bond formation.
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.
Santosh Ramdas
SR
Borkar
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India. Electronic address: isingh@iitm.ac.in.
Indrapal Singh
IS
Aidhen
D060326:Chemistry Techniques, Synthetic; D005942:Gluconates / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D054883:Oxylipins / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
D005942:Gluconates; D007783:Lactones; D054883:Oxylipins; C010730:beta-glucono-1,5-lactone
Barton-McCombie deoxygenation; Carbohydrates; Grignard reaction; Wittig olefination