A Formal Total Synthesis of Dysiherbaine and Neodysiherbaine A

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초록

A domino olefin metathesis reaction of 1-alkyl-3-(allyloxy)-7-oxabicyclo[2.2.1]hept-5-enes 7 produced the fused bis(oxacyclic) structure for dysiherbaine and neodysiherbaine A (i.e., 6b) with the complete control of the relative stereochemistry at the quaternary carbon center and the ring junction of the dysiherbaine core skeleton. A formal total synthesis of dysiherbaine and neodysiherbaine A was achieved from 6b.

키워드

Total synthesisNatural productsOxygen heterocyclesCycloadditionDomino reactionsChiral resolutionSTEREOCONTROLLED TOTAL-SYNTHESISBIOLOGICAL EVALUATIONAMINO-ACIDANALOGSFURANDECARBOXYLATIONMETATHESISESTERS
제목
A Formal Total Synthesis of Dysiherbaine and Neodysiherbaine A
저자
Lee, Hee-YoonLee, Sang-ShinKim, Hoon SeokLee, Kang Mun
DOI
10.1002/ejoc.201200439
발행일
2012-08
유형
Article
저널명
European Journal of Organic Chemistry
2012
22
페이지
4192 ~ 4199