Lock it in: A temporary silicon-based configurational lock (see scheme) has enabled an efficient and fully diastereoselective assembly of the spiroketal subunit of spirofungin A. This complex natural product was synthesized in 20 steps, including a rapid polyketide assembly based on the ring-opening metathesis of a cyclopropenone acetal. It was established that spirofungin A elicited notable antiproliferative activity against several human cancer cell lines and selectively inhibited isoleucyl-tRNA synthetase in vitro.
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Marjanovic et al. (2007) studied this question.
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