Diastereoselective addition of alcohol to diastereotopic silylenes

…, H Fujiyama, K Yoshida, H Sakurai

Index: Sanji, Takanobu; Fujiyama, Hideyuki; Yoshida, Kaname; Sakurai, Hideki Journal of the American Chemical Society, 2003 , vol. 125, # 11 p. 3216 - 3217

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Citation Number: 4

Abstract

To generate the requisite silylenes, trisilanes with a chiral substituent, 1 and 3, were synthesized as the photochemical precursors. 3 A series of diastereotopic silylenes was generated by photoirradiation of the trisilanes with 254 nm light in the presence of t-BuOH or n-BuOH as a trapping reagent, as shown in eq 1. Addition of alcohol to these silylenes gave the expected products. 4 In this reaction, four diastereoisomers or two pairs of enantiomers were obtained, ...