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A novel regiodivergent resolution reaction mediated by a homochiral lithium amide base |
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| Authors: | Kimberley Bambridge Nigel S. Simpkins Barry P. Clark |
| Affiliation: | Department of Chemistry, University of Nottingham, University Park, Nottinghan NG7 2RD, UK Lilly Research Centre Ltd, Eli Lilly and Co., Erl Wood Manor, Windlesham, Surrey, GU20 6PM UK |
| Abstract: | The reaction of a racemic perhydroisoquinolene derivative 9 with the homochiral lithium amide basse 3 in the presence of Me3SiCl in an regiodivergent fashion to give the two non-racemic regioisomeric enol silanes 10 and 11. Conversion of 10 into enone 15, an intermediate useful in the synthesis of the alkaloid (+)-yohimbine, was also possible. |
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