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Volumn 65, Issue 20, 2000, Pages 6715-6728

A computational study of the hydroxy-group directivity in the peroxyformic acid epoxidation of the chiral allylic alcohol (Z)-3-methyl-3-penten-2-ol: Control of threo diastereoselectivity through allylic strain and hydrogen bonding

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; FORMIC ACID DERIVATIVE;

EID: 0034613218     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0009548     Document Type: Article
Times cited : (28)

References (45)
  • 1
    • 84977931982 scopus 로고
    • Prileschajew, N. Ber. 1909, 42, 4811-4815.
    • (1909) Ber. , vol.42 , pp. 4811-4815
    • Prileschajew, N.1
  • 6
    • 0000458209 scopus 로고
    • For an excellent review on substrate-directed chemical reactions see: Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307-1370.
    • (1993) Chem. Rev. , vol.93 , pp. 1307-1370
    • Hoveyda, A.H.1    Evans, D.A.2    Fu, G.C.3
  • 19
    • 0343272724 scopus 로고    scopus 로고
    • note
    • (a) Theoretical calculations were carried out by using the Gaussian 94 and Gaussian 98 program system (ref 11b,c) with gradient geometry optimization.
  • 29
    • 0002146543 scopus 로고
    • Yarkony, D. R., Ed.; World Scientific: Singapore
    • (c) Schlegel, H. B. In Modern Electronic Structure Theory; Yarkony, D. R., Ed.; World Scientific: Singapore, 1995; p 459.
    • (1995) Modern Electronic Structure Theory , pp. 459
    • Schlegel, H.B.1
  • 40
    • 0000080240 scopus 로고    scopus 로고
    • John Wiley and Sons: New York
    • It has been suggested that satisfactory results on H-bonding interactions and in describing both structure and vibrational spectra at a correlated level may be obtained at the B3LYP/6-31+G(d,p) level of theory: Del Bene, J. E. Hydrogen Bonding 1, Encyclopedia of Computational Chemistry; John Wiley and Sons: New York, 1998; Vol. 2, p 1263.
    • (1998) Hydrogen Bonding 1, Encyclopedia of Computational Chemistry , vol.2 , pp. 1263
    • Del Bene, J.E.1
  • 44
    • 0343272722 scopus 로고    scopus 로고
    • note
    • (a) For an excellent discussion of the controversy surrounding the Curtin-Hammett principle and its amendment of the original version by the IUPAC see ref 21b.
  • 45
    • 0342403136 scopus 로고    scopus 로고
    • note
    • TS/RT).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.