Synthetic Approaches to α,β‐Unsaturated δ‐Lactones and Lactols

Boucard, Valérie; Broustal, Garance; Campagne, J. M.

doi:10.1002/chin.200715234

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2018

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“…Many natural products [1][2][3][4][5][6][7] contain lactone rings, particularly the α,β-unsaturated δ-lactone ring systems. Natural and non-natural compounds having this scaffold exhibit diverse biological activities viz.…”

Section: Introductionmentioning

confidence: 99%

Efficient Synthesis of (-)-Osmundalactone and Its Epimer from Carbohydrate Precursor

Chary¹,

Sharma²

2018

IJCRSET

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An efficient total synthesis of α,β-unsaturated 6-membered lactones, (-)-osmundalactone and its epimer (6epi-(+)-osmundalactone) has been achieved from carbohydrates derivatives, L-arabinose and D-xylose, employing hydrolysis of diol, Horner-Wittig reaction and formate ester hydrolysis followed by δ-lactonization in acidic medium as key steps. The overall yields of (-)-osmundalactone and its epimer is significantly more.

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