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Volumn 57, Issue 10, 2018, Pages 2692-2696

Reductive Carbocyclization of Homoallylic Alcohols to syn-Cyclobutanes by a Boron-Catalyzed Dual Ring-Closing Pathway

Author keywords

carbocyclization; cyclobutanes; homoallylic alcohols; neighboring group effects; ring closing

Indexed keywords

CHEMICAL ENGINEERING; CHEMICAL REACTIONS; CHEMISTRY;

EID: 85041598605     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201713285     Document Type: Article
Times cited : (26)

References (80)
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    • A gram-scale reaction of (E)-1 a-[OSi] with EtMe2SiH (1.1 equiv) in the presence of B(C6F5)3 (0.1 mol %) produced 3 a with 83 % yield of isolated product (1.38 g) with >95 % of syn-selectivity within 0.5 h at 23 °C (see the Supporting Information).
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    • The use of PhSiH3 as a reductant instead of EtMe2SiH in the cyclobutanation of free homoallylic alcohols led to slightly better yields and syn-selectivity (see the Supporting Information).
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.