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Unexpected effect of an hydroxyl group on π-facial selectivity in the nucleophilic addition to bicyclo[2.2.2]octan-2-ones

✍ Scribed by Jean-François Devaux; Pierre Fraisse; Issam Hanna; Jean-Yves Lallemand

Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
250 KB
Volume
36
Category
Article
ISSN
0040-4039

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## SummarV : The conformational profiles for rotation around the C-C(=O) bond a and the energy minimum conformations are calculated for propionaldehyde 1, chloroacetaldehyde 2, MP2/6-3lG(d)//HF/6\_3lG(d). and 2-chloropropionaldehyde 3 at a function of a for 1, 2, The energy level of the LUMO is ca

π-Facial selectivities in nucleophilic a
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6 ]decan-10-ones and endo-tricyclo [5.2.1.0 2,6 ]dec-8-en-10-ones with hetero atom modifications at the distal C-4 position have been subjected to hydride reduction. p-Face selectivities in these systems are largely governed by the same electronic factors that were earlier identified in the case of