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Total synthesis of the carbon analog of Δ6-PGI1

✍ Scribed by Masakatsu Shibasaki; Katsuhiko Iseki; Shiro Ikegami


Book ID
104212994
Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
202 KB
Volume
21
Category
Article
ISSN
0040-4039

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✦ Synopsis


The first total synthesis of the carbon analog of 6,9a-oxido-lla,lSadihydroprosta-6( 7),13E-dienoic acid ( A6-~Il ) is described starting from 1,3-cyclooctadiene.


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Regiocontrolled conversion of α,β-unsatu
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A synthesis of dl-9(O)-methano-A 6(9a)\_pGI 1 (1\_), a more potent prostacyclin analog than carbacyclin, has been accomplished utilizing regiocontrolled transformation of the enone to the olefin via the allylsilane as a key step.

Total Synthesis of a Mevinic Acid Analog
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## Abstract Total synthesis of mevinic acid analog **1** has been achieved efficiently starting from chiral 2,3‐__O__‐isopropylidene‐D‐glyceraldehyde (**2**). The synthesis involves __Mitsunobu__ reaction and __Evans__' intramolecular oxa‐__Michael syn__‐addition reactions as key steps.