Highly selective syn glycolate aldol reactions with boron enolates of Masamune norephedrine esters
2001; Elsevier BV; Volume: 42; Issue: 41 Linguagem: Inglês
10.1016/s0040-4039(01)01521-0
ISSN1873-3581
AutoresMerritt B. Andrus, B. B. V. Soma Sekhar, Timothy M. Turner, Erik L. Meredith,
Tópico(s)Advanced Synthetic Organic Chemistry
ResumoBoron enolates of norephedrine-based glycolate esters reacted with various aldehydes to produce syn aldol products in high yield and selectivity. The outcome is consistent with a Z enolate reacting through a closed transition state with reversal of the enolate facial selectivity relative to the propionate enolates.
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