Stereoselective Palladium-Catalyzed alpha-Arylation of 3-Aryl-1-Indanones: An Asymmetric Synthesis of (+)-Pauciflorol F

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초록

Highly stereoselective, palladium-catalyzed alpha-arylation reactions of 3-aryl-1-indanones with aryl bromides are described. The use of sodium tert-butoxide as a base in this process is required to elevate the efficiencies and stereoselectivities of these reactions. The new methodology was successfully applied to a highly efficient route for the asymmetric synthesis of (+)-pauciflorol F.

키워드

CONDENSATION CASCADE REACTION; SUZUKI-MIYAURA; ENANTIOSELECTIVE SYNTHESIS; STILBENE DERIVATIVES; ARYL HALIDES; RESVERATROL; KETONES; ALDEHYDES; NICKEL; ACID
제목
Stereoselective Palladium-Catalyzed alpha-Arylation of 3-Aryl-1-Indanones: An Asymmetric Synthesis of (+)-Pauciflorol F
저자
Lee, Bong Hyang; Choi, Young Lok; Shin, Seunghoon; Heo, Jung-Nyoung
DOI
10.1021/jo2009164
발행일
2011-08
유형
Article
저널명
The Journal of Organic Chemistry
권
76
호
16
페이지
6611 ~ 6618