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초록
Tandem gold-catalyzed addition of alkynyl phosphonic acid monoethyl esters to terminal alkynes and cyclization were developed for the synthesis of 4,6-disubstituted phosphorus 2-pyrones in one reaction vessel based on the concept of sequential alkyne activation. Alkynyl enol phosphonates were selectively obtained through the gold-catalyzed addition reaction in the presence of a catalytic amount of triethylamine. Also, gold-catalyzed cyclization of alkynyl enol phosphonates was successful in giving a variety of 4,6-disubstituted phosphorus 2-pyrones.
키워드
ALPHA-PYRONES; ABSOLUTE-CONFIGURATION; ADDITION-REACTION; TERMINAL ALKYNES; NATURAL-PRODUCTS; ACID; CYCLIZATION; ANALOGS; D-3
- 제목
- Gold-Catalyzed Sequential Alkyne Activation for the Synthesis of 4,6-Disubstituted Phosphorus 2-Pyrones
- 저자
- Mo, Juntae; Kang, Dongjin; Eom, Dahan; Kim, Sung Hong; Lee, Phil Ho
- 발행일
- 2013-01-04
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 15
- 호
- 1
- 페이지
- 26 ~ 29