Evolution of Total Syntheses of β‐Hydroxy‐γ‐Lactones: Cardiobutanolide and Hagen's Gland Lactones. Issue 22 (9th August 2017)

• Record Type: Journal Article
• Authors: Fernandes, Rodney A.; Kattanguru, Pullaiah; Halle, Mahesh B.; Kunkalkar, Rupesh A.
• Is Part Of: ChemistrySelect. Volume 2:Issue 22(2017)
• Page Start: 6503
• Page End: 6518
• Publication Date: 2017-08-09
• Subjects: Asymmetric synthesis -- bicyclic furanones -- γ-lactone -- metathesis -- natural products -- Sharpless dihydroxylation -- styryllactone.; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201700862
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: The β‐hydroxy‐γ‐lactones, cardiobutanolide and Hagen's gland lactones have been interesting targets for total synthesis in many laboratories. There are 10 syntheses reported for cardiobutanolide and 19 syntheses for Hagen's gland lactones. These natural products have the β‐hydroxy‐γ‐lactone moiety in common. The evolution of various synthetic strategies to these natural products from chiral pool materials and/or asymmetric catalysis and involving linear sequences, convergent approaches to the de‐novo protecting group free syntheses have been abstracted in this review. Abstract : There are 10 reported syntheses for cadiobutanolide and 19 synthetic strategies for Hagen's gland lactones. The syntheses vary from chiral pool approaches to asymmetric methods and differ in length and efficiency. This review gives an overview of all these syntheses and assessment of each synthesis.