期刊
ORGANIC LETTERS
卷 18, 期 3, 页码 516-519出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03547
关键词
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资金
- National Institute of General Medical Sciences [NIH R01GM077309]
- NIGMS Diversity Program
- NSF [9512331, 9977422, 0320648]
- NIH Center Grant [P20 GM103418, S10RR024664, S10 OD016360]
A pot-economical total synthesis of antifungal Sch-725674, 1, is reported. The approach takes advantage of a number of one-pot, sequential transformations, including a phosphate tether-mediated one-pot, sequential RCM/CM/chemoselective hydrogenation protocol, a one-pot tosylation/acrylation sequence, and a one-pot, sequential Finkelstein reaction/Boord olefination/acetonide deprotection procedure to streamline the synthesis route by reducing isolation and purification procedures, thus saving time. Overall, an asymmetric route has been developed that is efficiently accomplished in seven pots from phosphate (S,S)-triene and with minimal purification.
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