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Volumn , Issue 7, 2009, Pages 1157-1161

Novel stereocontrolled synthesis of highly functionalized cyclobutanes by epoxide opening through a carbanion intermediate in heteroconjugate addition

Author keywords

Cyclization; Cyclobutanes; Epoxides; Heteroconjugate addition; Sulfonyl carbanion

Indexed keywords

ANION; CARBANION; CYCLOBUTANE DERIVATIVE; EPOXIDE; NUCLEOPHILE; UNCLASSIFIED DRUG;

EID: 67649401812     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0028-1088108     Document Type: Article
Times cited : (23)

References (61)
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    • Direct generation of a carbanion by proton abstraction from α-sulfonyl group cannot be achieved due to the fact that an epoxidic proton would be abstracted to convert the epoxide into an enolate under these conditions
    • Direct generation of a carbanion by proton abstraction from α-sulfonyl group cannot be achieved due to the fact that an epoxidic proton would be abstracted to convert the epoxide into an enolate under these conditions.
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    • For reviews on the heteroconjugate addition, see
    • For reviews on the heteroconjugate addition, see: (a) Isobe, M. Nippon Nogeikagaku Kaishi 1981, 55, 47.
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    • The cyclobutane ring structure of 9 was confirmed by X-ray crystallographic analysis (see Supporting Information), and other structures were confirmed through NMR spectroscopy
    • The cyclobutane ring structure of 9 was confirmed by X-ray crystallographic analysis (see Supporting Information), and other structures were confirmed through NMR spectroscopy.
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    • note
    • 4. The solution was concentrated in vacuo, and the residue was purified by flash column chromatography to give the corresponding cyclobutane.
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    • note
    • 3: C, 60.34; H, 7.84. Found: C, 60.34; H, 7.96.
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    • For hydrosilylation with a catalytic amount of Co complex, see
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    • 2: C, 65.32; H, 6.98. Found: C, 65.32; H, 7.04
    • 2: C, 65.32; H, 6.98. Found: C, 65.32; H, 7.04.
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    • note
    • 2: C, 63.44; H, 7.90. Found: C, 63.44; H, 7.97.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.