Highly regio- and stereoselective one-pot synthesis of carbohydrate-based butyrolactones.
The use of manganese(III) acetate allows the direct synthesis of diverse arrays of [4.3.0] bicyclic carbohydrate-based γ-lactone building blocks from glycals. A mechanism to explain the high regio- and stereoselectivity is proposed. The new reaction has the potential to generate libraries for biological screening.
Natural Product Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu, India 180001.
Syed Khalid
SK
Yousuf
Debaraj
D
Mukherjee
Mallikharjunrao
M
L
Subhash C
SC
Taneja
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D000085:Acetates / Q000737:chemistry; D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D008274:Magnesium / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000085:Acetates; D002241:Carbohydrates; D008274:Magnesium; D015107:4-Butyrolactone