Journal
ORGANIC LETTERS
Volume 16, Issue 17, Pages 4480-4483Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol502027m
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Funding
- EPSRC for an Advanced Research Fellowship [EP/E055273/1]
- A*STAR for a National Science Scholarship
- German Academic Exchange Service (DAAD)
- Engineering and Physical Sciences Research Council [EP/E055273/1] Funding Source: researchfish
- EPSRC [EP/E055273/1] Funding Source: UKRI
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An enantioselective synthesis of the AB ring system common to the majority of the Schisandra nortriterpenoid natural products is reported. Key steps include a stereospecific ring opening of a trisubstituted epoxide and the use of a beta-lactone to enable installation of the gem-dimethyl functionality of the B ring. An acetalization strategy played a key role in a late-stage biomimetic AB ring bicyclization.
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