Enantioselective Total Synthesis of (–)-Myrifabral A and B
Keyword(s):
<p>A catalytic enantioselective approach to the myrioneuron alkaloids (–)-myrifabral A and (–)-myrifabral B is described. The synthesis was enabled by a palladium-catalyzed enantioselective allylic alkylation, that generates the C(10) all-carbon quaternary center. A key N-acyl iminium ion cyclization forged the cyclohexane fused tricyclic core, while vinyl boronate cross metathesis and oxidation afforded the lactol ring of (–)-myrifabral A. Adaptation of previously reported conditions allowed for the conversion of (–)-myrifabral A to (–)-myrifabral B.</p>
1987 ◽
Vol 109
(20)
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pp. 6115-6118
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1988 ◽
Vol 29
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pp. 901-904
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2011 ◽
Vol 76
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pp. 2072-2083
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Keyword(s):
2006 ◽
Vol 128
(6)
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pp. 2154-2154
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2015 ◽
Vol 13
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pp. 234-240
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