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A Biomimetic Total Synthesis of (+)-Ainsliadimer A

Chao Li, Xueliang Yu and Xiaoguang Lei*
Org. Lett. 2010, 12, 4284-4287

A protecting group free and biomimetic total synthesis of (+)-ainsliadimer A has been accomplished in 14 steps from α-santonin. The synthesis relies on a hydrogen bonding promoted [4 + 2]-hetero-Diels?Alder dimerization to afford the key homodimer intermediate, which demonstrates the feasibility of using nonenzymatic conditions to achieve the proposed biosynthesis.

lei-OL-2010

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