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Volumn , Issue 12, 1999, Pages 3459-3478

Stereoselective inter- and intramolecular Pauson-Khand reactions of N- (2-alkynoyl) derivatives of chiral oxazolidin-2-ones

Author keywords

Alkyne complexes; Asymmetric synthesis; Chiral auxiliaries; Cyclopentenones; Pauson Khand reaction

Indexed keywords

CYCLOPENTENONE; OXAZOLIDINE DERIVATIVE;

EID: 0032709109     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0690(199912)1999:12<3459::AID-EJOC3459>3.0.CO;2-L     Document Type: Article
Times cited : (38)

References (110)
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    • It is worth noting that, in absence of chelation effects, the preferred conformation of N-acyl derivatives of 4-substituted oxazolidin-2-ones places the two carbonyl groups in an anti-periplanar relationship. See: D. A. Evans, K. T. Chapman, J. Bisaha, J. Am. Chem. Soc. 1988, 110, 1238-1256.
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    • Only a brief mention of the use of 2-butynoyl-4-isopropylox-azolidin-2-one in asymmetric Diels-Alder reactions could be found in the literature. See ref.[21]
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    • note
    • The intermolecular Pauson-Khand reaction of propiolate esters leads to the exclusive formation of the 1,3-dicarbonyl regioisomer (ref.[18]). On the other hand, the attempted Pauson-Khand reaction of the N-propiolyl derivative of 1b with norbornadiene did not lead to the formation of the expected cyclopentenone product.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.