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Intermolecular Double Prins-Type Cyclization: A Facile and Efficient Synthesis of 1,6-Dioxecanes
- Ullapu, Punna Reddy;
- Min, Sun-Joon;
- Chavre, Satish N.;
- Choo, Hyunah;
- Lee, Jae Kyun;
- 외 4명
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27초록
(Chemical Equation Presented) Double or nothing: The title reaction converts a range of aromatic aldehydes and allenylmethyl/allyl silanes into 1,6-dioxecane derivatives in good to excellent yields (see scheme; Ar=aryl, Tf=triflate, THF=tetrahydrofuran, TMS=trimethylsilyl). In addition, the bisdiene product has been transformed into the corresponding tricyclic compound through a Diels-Alder reaction.
키워드
cyclization; Diels-Alder reaction; Prins-type reaction; silanes; synthetic methods; ACID PROMOTED CYCLIZATION; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; REDUCTIVE CLEAVAGE; RING-CLOSURE; TETRAHYDROPYRANS; ACETALS; ETHERS; TETRAHYDROFURAN
- 제목
- Intermolecular Double Prins-Type Cyclization: A Facile and Efficient Synthesis of 1,6-Dioxecanes
- 저자
- Ullapu, Punna Reddy; Min, Sun-Joon; Chavre, Satish N.; Choo, Hyunah; Lee, Jae Kyun; Pae, Ae Nim; Kim, Youseung; Chang, Moon Ho; Cho, Yong Seo
- 발행일
- 2009-03
- 유형
- Article
- 권
- 48
- 호
- 12
- 페이지
- 2196 ~ 2200
- 언어
- ENG
- 출판사
- WILEY-V C H VERLAG GMBH
- 분량
- 5 페이지
- ISSN
- E 1521-3773
P 1433-7851