Journal
ORGANIC LETTERS
Volume 14, Issue 6, Pages 1596-1599Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol300342n
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Funding
- National Institutes of Health (NIH) [GM63723]
- The National Science Foundation [CHE-0722319]
- Murdock Charitable Trust [2005265]
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An efficient enantioselective synthesis of cermizine D has been developed that exploits the use of a common intermediate to access over 85% of the carbon backbone. Key steps include an organocatalyzed heteroatom Michael addition, a diastereoselective alkylation with alpha-iodomethyl phenyl sulfide, a conjugate addition to a vinyl sulfone species, and a sulfone coupling/desulfurization sequence to join the two major subunits.
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