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The first stereoselective total synthesis of (3S,4R)-dihydroxy-(6S)-undecyl-α-pyranone and total synthesis of (2S,3R,5S)-(−)-2,3-dihydroxytetradecan-5-olide

✍ Scribed by Gowravaram Sabitha; Sambit Nayak; M. Bhikshapathi; J.S. Yadav

Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
185 KB
Volume
50
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 dihydroxylation as key steps.

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Stereoselective synthesis of (2S,3S,4R,5
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