Asymmetric silaboration of terminal allenes bearing α-stereogenic centers: Stereoselection based on "reagent control"

Organic Letters

Volumn 8, Issue 12, 2006, Pages 2503-2506

  Ohmura, Toshimichi ^a   Suginome, Michinori ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33745518364     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol060666j     Document Type: Article

References (35)

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30. 3-allyl) (4.0 μmol) were dissolved in toluene (0.2 mL). The mixture was stirred at room temperature for 15 min. Allene (0.48 mmol) and silylborane (0.40 mmol) were added sequentially to the reaction mixture, which was stirred at room temperature. After the reaction was completed, the volatile materials were evaporated. Bulb-to-bulb distillation in vacuo gave the products.
31. 1H NMR.
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35. E′ stereochemical course of the reaction of α-chiral allylsilanes and (2) assumed trans configuration of the intermidiary oxonium ion.