Rhodium- or iridium-catalyzed trans-hydroboration of terminal alkynes, giving (Z)-1-alkenylboron compounds [6]

Journal of the American Chemical Society

Volumn 122, Issue 20, 2000, Pages 4990-4991

  Ohmura, Toshimichi ^a   Yamamoto, Yasunori ^a   Miyaura, Norio ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; BORON DERIVATIVE; IRIDIUM; RHODIUM;

CATALYSIS; LETTER; REACTION ANALYSIS; SYNTHESIS;

EID: 0034709380     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0002823     Document Type: Letter

References (38)

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20. 7b
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25. 3N (1 mmol) in cyclohexane (3 mL) was added 1a (1.0 mmol). After being stirred for 30 min, 1-decyne (1.2 mmol) was added and the mixture was stirred at room temperature for 1 h. A solution of pinacol (1.5 mmol) in cyclohexane (1 mL) was added and the resulting mixture was then stirred at rt for 12 h to convert the catechol ester to the pinacol ester. The chromatography over silica gel with hexane/ether = 40/1 afforded 2-[(Z)-1-octenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborulane in 79% yield.
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