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Volumn 44, Issue 29, 2003, Pages 5499-5503

RuO4-promoted oxidative polycyclization of isoprenoid polyenes. A further insight into the stereochemistry of the process

Author keywords

(E,Z) farnesyl acetate; Isoprenoid polyenes; Oxidative polycyclization; RuO4; Tris THF configuration

Indexed keywords

ACETIC ACID DERIVATIVE; ALCOHOL DERIVATIVE; FARNESYL ACETATE; GERANYLGERANYL ACETATE; ISOPRENOID; NEROL; POLYENE; RHENIUM; RUTHENIUM DERIVATIVE; RUTHENIUM OXIDE; UNCLASSIFIED DRUG;

EID: 0037863067     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01254-1     Document Type: Article
Times cited : (29)

References (17)
  • 3
    • 0037049216 scopus 로고    scopus 로고
    • corrigendum Tetrahedron Lett. 2003, 44, 3429. Oxidation of (E,E)-FA and GGA also gave variable amounts of the C-2 ketones of 1 and 2
    • Bifulco, G.; Caserta, T.; Gomez-Paloma, L.; Piccialli, V. Tetrahedron Lett. 2002, 43, 9265-9269; corrigendum Tetrahedron Lett. 2003, 44, 3429. Oxidation of (E,E)-FA and GGA also gave variable amounts of the C-2 ketones of 1 and 2.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 9265-9269
    • Bifulco, G.1    Caserta, T.2    Gomez-Paloma, L.3    Piccialli, V.4
  • 4
    • 85031147844 scopus 로고    scopus 로고
    • All products shown were pure by HPLC and fully characterized
    • All products shown were pure by HPLC and fully characterized.
  • 5
    • 0030775284 scopus 로고    scopus 로고
    • and references cited therein
    • McDonald F.E., Schultz c.C. Tetrahedron. 53:1997;16435-16448. and references cited therein.
    • (1997) Tetrahedron , vol.53 , pp. 16435-16448
    • McDonald, F.E.1    Schultz, C.C.2
  • 7
    • 0028092861 scopus 로고
    • Cr(VI)-containing reagents PDC or PCC can also induce the assembly of up to two adjacent THF rings but overall the process has received little attention due to low (<10%) yields. See Ref. 4 and McDonald, F. E.; Towne, T. B. J. Am. Chem. Soc. 1994, 116, 7921-7922.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 7921-7922
    • McDonald, F.E.1    Towne, T.B.2
  • 17
    • 85031148618 scopus 로고    scopus 로고
    • note
    • The process proceeds also with other cooxidants giving, in some cases, higher yields of 19 / 20 . Further details will be reported elsewhere.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.