Stereoselective synthesis of a C1-C6 fragment of pinnatoxin A via a 1,4-addition/alkylation sequence
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概要
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A C1–C6 fragment of pinnatoxin A, (5S,6R)-5,6-dimethyl-3-methyleneoxepan-2-one, which features a γ,δ-trans-dimethylsubstituted α-methylene lactone, has been synthesized in an optically pure form from ethyl (E)-4-benzyloxy-2-butenoate through an auxiliary-based conjugate addition and alkylation reaction. The excellent diastereoselectivity (98:2) observed in the alkylation reaction would be a result of stereocontrol from both the adjacent stereocenter and the chiral oxazolidinone.
- Pergamonの論文
- 2008-05-16
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関連論文
- Stereoselective synthesis of a C1-C6 fragment of pinnatoxin A via a 1,4-addition/alkylation sequence
- P-24 TOTAL SYNTHESIS OF POLYGALOLIDES A AND B