Journal
SYNTHESIS-STUTTGART
Volume 48, Issue 21, Pages 3812-3820Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1561463
Keywords
natural product; C8-epimer; d-mannitol; Carreira reaction; Ohira-Bestmann reaction
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Funding
- CSIR, New Delhi
- CSIR, New Delhi as part of XII Five Year plan programme under the title ORIGIN [CSC-0108]
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Revised structure of -lactone polyketide from Diaporthe sp. SXZ-19 and its C8-epimer were synthesized from TBS protected (S)-lactaldehyde and 2,3-O-cyclohexylidene-d-glyceraldehyde, which was derived from d-mannitol. The target -lactones were prepared via a common alkyne intermediate utilizing alkyne-aldehyde coupling reactions by changing the reaction conditions. In addition, Carreira and Ohira-Bestmann reactions were used as key steps to achieve the targets.
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