Enantioselective Synthesis of the Predominant AB Ring System of the Schisandra Nortriterpenoid Natural Products
Organic Letters2014Vol. 16(17), pp. 4480–4483
Citations Over TimeTop 10% of 2014 papers
Abstract
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 β-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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