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2008 Alkaloids U 0600 Synthesis of the Acutumine Spirocycle via a Radical—Polar Crossover Reaction. — The siprocyclic subunit (III) of acutumine (IV) is obtained as a single diastereomer from enone (I) via an optimized sequence. A minor amount of iodospirocycle (II) is converted to (III) to provide 66% overall yield from (I). — (LI, F.; CASTLE*, S. L.; Org. Lett. 9 (2007) 20, 4033-4036; Dep. Chem. Biochem., Brigham Young Univ., Provo, UT 84602, USA; Eng.) — Klein 09- 214 O N S O O Ph Ph A):

ChemInform Abstract: Synthesis of the Acutumine Spirocycle via a Radical—Polar Crossover Reaction

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Page 1: ChemInform Abstract: Synthesis of the Acutumine Spirocycle via a Radical—Polar Crossover Reaction

2008

AlkaloidsU 0600 Synthesis of the Acutumine Spirocycle via a Radical—Polar Crossover Reaction.

— The siprocyclic subunit (III) of acutumine (IV) is obtained as a single diastereomer from enone (I) via an optimized sequence. A minor amount of iodospirocycle (II) is converted to (III) to provide 66% overall yield from (I). — (LI, F.; CASTLE*, S. L.; Org. Lett. 9 (2007) 20, 4033-4036; Dep. Chem. Biochem., Brigham Young Univ., Provo, UT 84602, USA; Eng.) — Klein

09- 214

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