Enantioselective Total Synthesis of a Natural Iridoid

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31
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34

초록

The first total synthesis of 6-hydroxy-7-(hydroxymethyl)-4-methylenehexahydrocyclopenta[c]pyran-1(3H)-one has been accomplished. A key feature of the synthesis includes facile construction of the bicyclic lactone intermediate via intramolecular Pd(0)-catalyzed allylic alkylation and the efficient transformation of this intermediate into the iridoid skeleton employing silicon tethered radical cyclization.

키워드

ASYMMETRIC TOTAL-SYNTHESIS; RADICAL CYCLIZATION; ALPHA,BETA-UNSATURATED KETONES; FORMAL SYNTHESIS; REARRANGEMENT; SECOIRIDOIDS; VERSATILE
제목
Enantioselective Total Synthesis of a Natural Iridoid
저자
Lee, Sujin; Paek, Seung-Mann; Yun, Hwayoung; Kim, Nam-Jung; Suh, Young-Ger
DOI
10.1021/ol201089f
발행일
2011-07-01
유형
Article
저널명
Organic Letters
권
13
호
13
페이지
3344 ~ 3347