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Studies in marine macrolide synthesis: Stereocontrolled synthesis of the F-ring subunit of spongistatin 1 (altohyrtin A)

✍ Scribed by Ian Paterson; Linda E Keown

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 237 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01257-4

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✦ Synopsis

The C36-C46 subunit 3, containing the F ring of spongistatin 1 (1), was prepared in 12 steps from ketone (R)-7. Key steps include: (i) the boron-mediated anti aldol reaction, 7 9; (ii) the Sharpless AD, 6 --~ 13; and (iii) an intramolecular hetero-Michael addition, followed by base-promoted equilibration to give 3.

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