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Volumn 2010, Issue 9, 2010, Pages 137-145

A simple and inexpensive procedure for low valent copper mediated benzylation of aldehydes in wet medium

Author keywords

(R) 2,3 cyclohexylideneglyceraldehyde; Benzylation; Bimetal redox strategy; Protease inhibitor synthon; Syn selectivity; Wet medium; Chelate cyclic model

Indexed keywords


EID: 77955638744     PISSN: 1551-7012     EISSN: 15517004     Source Type: Journal    
DOI: 10.3998/ark.5550190.0011.912     Document Type: Article
Times cited : (7)

References (36)
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    • In general, syn-5a could be identified from its 13C signals of the mixture of 5a and 5b at all regions appearing consistently at more downfield compared to the corresponding signals of anti-5b. This could be evident from the fact that following oxidation of this isomeric mixture and K-selectride reduction of 6 (ref 15), the downfield signals of syn-5a enhanced very much. Hence, by determining the ratio of 13C signals of 5a,b, their relative proportion in a diasterisomeric mixture could be estimated. This could be evident from the 13C-NMR spectra of 5a,b mixtures obtained after low valent Cu mediated benzylation, benzyl Grignard addition and K-selectride reduction that was shown in the Supporting Information
    • In general, syn-5a could be identified from its 13C signals of the mixture of 5a and 5b at all regions appearing consistently at more downfield compared to the corresponding signals of anti-5b. This could be evident from the fact that following oxidation of this isomeric mixture and K-selectride reduction of 6 (ref 15), the downfield signals of syn-5a enhanced very much. Hence, by determining the ratio of 13C signals of 5a,b, their relative proportion in a diasterisomeric mixture could be estimated. This could be evident from the 13C-NMR spectra of 5a,b mixtures obtained after low valent Cu mediated benzylation, benzyl Grignard addition and K-selectride reduction that was shown in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.