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Total synthesis of (+)-crocacin D

✍ Scribed by Tushar K Chakraborty; Pasunoori Laxman


Book ID
104250713
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
107 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


The first total synthesis of the potent antifungal and cytotoxic agent (+)-crocacin D in optically pure form following a convergent strategy is described here. The regioselective ring opening of a silyl-substituted epoxide with an azide ion, based on a method developed by us earlier, and subsequent subjection of the resulting a-azido-b-hydroxyalkylsilane intermediate to a Peterson elimination reaction at an appropriate stage during the synthesis constituted the key steps for the stereoselective construction of the crucial cis enamide moiety of the molecule.


πŸ“œ SIMILAR VOLUMES


Total Synthesis of (+)-Crocacin D †
✍ Dias, Luiz C.; de Oliveira, Luciana G.; Vilcachagua, JanaΓ­na D.; Nigsch, Florian πŸ“‚ Article πŸ“… 2005 πŸ› American Chemical Society 🌐 English βš– 276 KB
Total Synthesis of (+)-Crocacin D
✍ Feutrill, John T.; Lilly, Michael J.; Rizzacasa, Mark A. πŸ“‚ Article πŸ“… 2002 πŸ› American Chemical Society 🌐 English βš– 63 KB
Total Synthesis of (+)-Crocacin D (I).
✍ Luiz C. Dias; Luciana G. de Oliveira; Janaina D. Vilcachagua; Florian Nigsch πŸ“‚ Article πŸ“… 2005 πŸ› John Wiley and Sons βš– 11 KB πŸ‘ 2 views
ChemInform Abstract: Total Synthesis of
✍ Tushar K. Chakraborty; Pasunoori Laxman πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 23 KB πŸ‘ 2 views

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