Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 6, Pages 634-645Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901665
Keywords
Chiron approach; Lactones; Natural products; Synthetic methods; Total synthesis
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Funding
- DST SERB, New Delhi [EMR/2017/000499]
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In this mini-review, we have abstracted the syntheses of beta-hydroxy-gamma-vinyl-gamma-lactone and the different tactics and strategies adopted using this important building block in the synthesis of various natural products. Apart from this, the lactone in having a strategic vinyl bond was contemplated as allyl donor in Pd-catalyzed allylic arylation and also in a cascade Prins-Ritter reaction. This building block was visualized to be a desymmetrized 3,4-dihydroxy-hexyl unit providing orthogonal functional groups for various useful transformations. The active alpha-position is available for alkylation, the gamma-vinyl bond, the lactone carbonyl and the beta-hydroxy groups add value to this building block for various possible conversions to natural products and beyond.
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