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Volumn 127, Issue 26, 2005, Pages 9366-9367

Highly diastereoselective hydrostannylation of allyl and homoallyl alcohols with dibutyl(trifluoromethanesulfoxy)stannane

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ALLYL ALCOHOL; DIBUTYL (TRIFLUOROMETHANESULFOXY)STANNANE; LEWIS ACID; TIN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 21644476965     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja052245n     Document Type: Article
Times cited : (12)

References (28)
  • 4
    • 0003529242 scopus 로고
    • Sawyer, A. K., Ed.; Dekker: New York
    • Kupchik, E. J. In Organotin Compounds; Sawyer, A. K., Ed.; Dekker: New York, 1971; pp 7-79.
    • (1971) Organotin Compounds , pp. 7-79
    • Kupchik, E.J.1
  • 14
    • 21644474141 scopus 로고    scopus 로고
    • note
    • 119Sn NMR analyses, we concluded that the product prior to butylation is a trialkylstannyl triflate intramolecularly coordinated by a hydroxy group. For the details, see the Supporting Information.
  • 15
    • 0033245518 scopus 로고    scopus 로고
    • We have previously reported highly chemoselective homolytic hydrostannylation of achiral allyl and homoallyl alcohols with 1b. Miura, K.; Saito, H.; Uchinokura, S.; Hosomi, A. Chem. Lett. 1999, 659-660.
    • (1999) Chem. Lett. , pp. 659-660
    • Miura, K.1    Saito, H.2    Uchinokura, S.3    Hosomi, A.4
  • 17
    • 21644466489 scopus 로고    scopus 로고
    • note
    • The hydrostannylation of (E)-2-methyl-2-buten-1-ol, a γ-substituted allyl alcohol, was also performed: however, the diastereoselectivity was rather low (50% yield, dr = 6:4).
  • 18
    • 0011569539 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany; Chapter 4
    • For cyclic and acyclic stereocontrol of radical reactions, see: (a) Radicals in Organic Synthesis: Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Chapter 4, pp 381-478.
    • (2001) Radicals in Organic Synthesis , pp. 381-478


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.