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Volumn 35, Issue 26, 1994, Pages 4565-4568

Asymmetric metal carbene insertion into the SiH bond

Author keywords

[No Author keywords available]

Indexed keywords

ALKANEDIOL DERIVATIVE;

EID: 0028285680     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)60729-3     Document Type: Article
Times cited : (47)

References (32)
  • 2
    • 84985727190 scopus 로고
    • Regio-, Diastereo-, and Enantioselective Synthesis ofvic-Diols via α-Silyl Ketones According to the SAMP/RAMP Hydrazone Method
    • (1991) Chemische Berichte , vol.124 , pp. 219-226
    • Enders1    Nakai2
  • 10
    • 84956097426 scopus 로고
    • Reaktionen CH-aktiver Verbindungen mit Aziden, XXI. Entformylierende Diazogruppen-Übertragung — ein neuer Weg zu α-Diazo-ketonen, -aldehyden und -carbonsäureestern
    • (1968) Chemische Berichte , vol.101 , pp. 2622-2632
    • Regitz1    Menz2
  • 14
    • 84912949811 scopus 로고    scopus 로고
    • 6
  • 15
    • 84912936506 scopus 로고    scopus 로고
    • 2a
  • 19
    • 84986366730 scopus 로고
    • Semicorrin metal complexes as enantioselective catalysts. Part 2. Enantioselective cyclopropane formation from olefins with diazo compounds catalyzed by chiral (semicorrinato)copper complexes
    • (1988) Helvetica Chimica Acta , vol.71 , pp. 1553-1565
    • Fritschi1    Leutenegger2    Pfaltz3
  • 21
    • 84912917436 scopus 로고    scopus 로고
    • 4 led to high yields of unsaturated esters, reinforcing the idea that electronic factors control the competition between insertion into the SiH bond and β-hydride elimination.
  • 22
    • 84912900944 scopus 로고    scopus 로고
    • 13
  • 25
    • 84912927068 scopus 로고    scopus 로고
    • Introduction of 1 eq. of styrene to the reaction mixture led to a partial hydrosilylation, supporting the fact that SiH oxidative addition on Rh(I) intermediate A (Fig.-1) is occuring:
  • 29
    • 84912941070 scopus 로고    scopus 로고
    • The isopropyl group of the menthyl presumably shields one face of the metallo-carbene, the H or Si group entering on the opposite face. Attempts to increase this effect by using 8-phenylmenthyl esters resulted in insertion of the metallo-carbene into the 8-phenyl ring.
  • 30
    • 0000587356 scopus 로고
    • 4-diazoesters decomposition, see, Therefore, it is likely that in our case β-hydride elimination occurs from the catalytic species B or C and not from the metallo-carbene A (Fig.-1).
    • (1981) Tetrahedron Lett. , vol.22 , pp. 4163-4166
    • Ikota1    Takamura2    Young3    Ganem4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.