메뉴 건너뛰기




Volumn 7, Issue 25, 2005, Pages 5689-5692

Palladium(II)-catalyzed oxidative transformation of allylic alcohols and vinyl ethers into 2-alkoxytetrahydrofurans: Catechol as an activator of catalyst

Author keywords

[No Author keywords available]

Indexed keywords


EID: 29444433068     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052377l     Document Type: Article
Times cited : (30)

References (30)
  • 12
    • 8744239436 scopus 로고    scopus 로고
    • and references therein
    • For the use of allylic alcohols as allylation reagents via π-allylpalladium(II) precursors, see: Kinoshita, H.; Shinokubo, H.; Oshima, K. Org. Lett. 2004, 6, 4085-4088 and references therein.
    • (2004) Org. Lett. , vol.6 , pp. 4085-4088
    • Kinoshita, H.1    Shinokubo, H.2    Oshima, K.3
  • 13
    • 23044462967 scopus 로고    scopus 로고
    • See also ref 2b
    • Evans, M. A.; Morken, J. P. Org. Lett. 2005, 7, 3367-3370 and 3371-3373. See also ref 2b.
    • (2005) Org. Lett. , vol.7 , pp. 3367-3370
    • Evans, M.A.1    Morken, J.P.2
  • 14
    • 84888810208 scopus 로고    scopus 로고
    • Unpublished results
    • For example, we have recently found that 4-benzylidene-2- butoxytetrahydrofuran serves as the apoptosis inducer of U937 human lymphoma cell: Sazuka, M.; Hosokawa, T. Unpublished results.
    • Sazuka, M.1    Hosokawa, T.2
  • 21
    • 84888803985 scopus 로고    scopus 로고
    • note
    • The use of other solvents such as 1,2-dichloromethane or ethyl acetate under the conditions shown in Scheme 2 (Pd/Cu/4 = 1/1/2) resulted in poor yields (∼30%) of 3a. When ethyl orthoformate, which acts as a scavenger of water, was employed, the yield of 3a was only 42%. Note that in all these cases, the absence of 4 further decreased the yields of 3a.
  • 22
    • 84888815247 scopus 로고    scopus 로고
    • note
    • The details are given in the Supporting Information.
  • 26
    • 84888810120 scopus 로고    scopus 로고
    • note
    • 2 was evidently required for a higher production of 3a (Table 1, entry 1). It is possible that o-quinone derived from 4 could be a candidate as the ligand of Cu in catalytically active species.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.