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A novel strategy for the chiral 2,4,5-triol moiety and its application to the synthesis of seimatopolide A and (2S,3R,5S)-(−)-2,3-dihydroxytetradecan-5-olide

✍ Scribed by Reddy, B. Phaneendra; Pandurangam, T.; Yadav, J.S.; Reddy, B.V. Subba


Book ID
122608214
Publisher
Elsevier Science
Year
2012
Tongue
French
Weight
405 KB
Volume
53
Category
Article
ISSN
0040-4039

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The first total synthesis of (3S,4R)-dihydroxy-(6S)-undecyl-a-pyranone 1 and total synthesis of (2S,3R,5S)-(À)-2,3-dihydroxytetradecan-5-olide 2 have been achieved in five steps in a highly stereoselective manner using Maruoka allylation, olefin cross-metathesis, and Sharpless asymmetric dihydroxyla