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Volumn 6, Issue 7, 2008, Pages 1185-1189

Reactions of silyl-stabilised sulfur ylides with organoboranes: Enantioselectivity, mechanism, and understanding

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIOSELECTIVITY; REACTION KINETICS; SUBSTITUTION REACTIONS; SULFUR COMPOUNDS;

EID: 41149096574     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b718496d     Document Type: Article
Times cited : (19)

References (25)
  • 8
    • 0000189831 scopus 로고
    • Phenyl is usually able to stabilise a carbanion slightly better than Me3Si. The following examples of pKa's illustrate this (taken from Reich's webpage at http://www.chem.wisc.edu/areas/organic/index- chem.htm, accessed at 25th/April/2007). PhSO2CH 2Ph (23.4), PhSO2CH2SiMe3 (28.7); (EtO)2P(O)CH2Ph (27.6), (EtO)2P(O)CH 2SiMe3 (28.7); FlCHPh (17.9), FlCHSiMe3 (21.5). Fl = fluorenyl Although Ph and TMS have similar A values, this doesn't always result in the same steric influence due to the shape of the Ph group but they are nevertheless a reasonable guide. For a discussion of this issue see:
    • D. J. S. Tsai D. Matteson Organometallics 1983 2 236
    • (1983) Organometallics , vol.2 , pp. 236
    • Tsai, D.J.S.1    Matteson, D.2
  • 24
    • 33645397527 scopus 로고    scopus 로고
    • Schrödinger, Portland, Oregon
    • Jaguar 6.0, LLC, Schrödinger, Portland, Oregon, 2005
    • (2005) Jaguar 6.0, LLC


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.