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- W1975784288 abstract "Efficient total syntheses of the C(2)-symmetric (-)-cylindrocyclophanes A and F (1a and 1f) have been achieved. The initial strategy featured the use of a common advanced intermediate to assemble in stepwise fashion the required macrocycle of 1f, exploiting in turn a Myers reductive coupling followed by ring-closing metathesis. In a second-generation strategy, a remarkable cross olefin metathesis dimerization cascade was discovered and exploited to assemble the requisite [7,7]-paracyclophane macrocycles of both 1a and 1f from dienyl monomers. The successful syntheses also featured the effective use of the Danheiser annulation to construct substrates for both the Myers reductive coupling and the metathesis dimerizations strategies. Finally, the Kowalski two-step chain homologation of esters to siloxyalkynes proved superior over the original one-step protocol." @default.
- W1975784288 created "2016-06-24" @default.
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- W1975784288 creator A5066527875 @default.
- W1975784288 creator A5074063261 @default.
- W1975784288 date "2001-06-01" @default.
- W1975784288 modified "2023-10-17" @default.
- W1975784288 title "Total Synthesis of (−)-Cylindrocyclophanes A and F Exploiting the Reversible Nature of the Olefin Cross Metathesis Reaction" @default.
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- W1975784288 doi "https://doi.org/10.1021/ja0106164" @default.
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