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Cross-metathesis of allyl halides with olefins bearing amide and ester groups
- Yun, Jeong In;
- Kim, Hyoung Rae;
- Kim, Sang Kyum;
- Kim, Deukjoon;
- Lee, Jongkook
Citations
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17Citations
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21초록
An investigation was conducted to determine whether the cross-metathesis (CM) of allyl halides tolerates amide groups. The results show that the ruthenium-based complexes I-III serve as poor catalysts for the CM of allyl halides with olefins that contain an N,N-dimethylamide group. In contrast, the Grubbs-Hoveyda-Blechert second generation catalyst (III) efficiently promotes these processes with olefins bearing a Weinreb amide group. Lastly, a reinvestigation of the ester group tolerance of the allyl halide CM with unsaturated esters demonstrated that III serves as an efficient catalyst for these reactions. (C) 2011 Elsevier Ltd. All rights reserved.
키워드
Cross-metathesis; Allyl halide; Weinreb amide; Grubbs-Hoveyda-Blechert second generation catalyst; ASYMMETRIC TOTAL-SYNTHESIS; STRUCTURE REVISION; STEREOSELECTIVE-SYNTHESIS; ABSOLUTE STEREOCHEMISTRY; EFFICIENT; RUCL2(=CHR)(PR(3))(2); SUBGLUTINOLS; ASSIGNMENT; CATALYSTS; CONCISE
- 제목
- Cross-metathesis of allyl halides with olefins bearing amide and ester groups
- 저자
- Yun, Jeong In; Kim, Hyoung Rae; Kim, Sang Kyum; Kim, Deukjoon; Lee, Jongkook
- 발행일
- 2012-01-28
- 유형
- Article
- 저널명
- Tetrahedron
- 권
- 68
- 호
- 4
- 페이지
- 1177 ~ 1184