Synthesis of a C1–C12 Fragment of Gulmirecin B
Keyword(s):
The synthesis of a C1–C14 fragment of the macrolide antibiotic gulmirecin B through formation of the C7–C8 bond by addition of a vinyllithium intermediate to a C1–C7 aldehyde was investigated. This crucial coupling was successful with a vinyllithium reagent corresponding to a C8–C12 fragment. The C8–C12 vinyl bromide was prepared from l-malic acid. The C1–C7 aldehyde building block was synthesized from hex-5-enoic acid by using an Evans alkylation, a cross-metathesis, and an asymmetric dihydroxylation as key steps.
Keyword(s):
2017 ◽
Vol 13
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pp. 2153-2156
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2011 ◽
Vol 52
(50)
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pp. 6767-6771
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Keyword(s):
2017 ◽
Vol 12
(9)
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pp. 1934578X1701200
2018 ◽
Vol 13
(7)
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pp. 1934578X1801300
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2013 ◽
Vol 24
(4)
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pp. 196-201
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2013 ◽
Vol 9
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pp. 2620-2624
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