A General Diastereoselective Strategy for Both cis- and trans-2,6-Disubstituted Tetrahydropyrans: Formal Total Synthesis of (+)-Muconin.
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DOI: 10.1021/acs.orglett.8b03053
Abstract: A protocol for general diastereoselective tandem dihydroxylation followed by SN2 cyclization was developed for the convenient and efficient synthesis of cis- and trans-2,6-disubstituted tetrahydropyrans from ζ-mesyloxy α,β-unsaturated esters. The application of this novel method was… read more here.
Keywords: synthesis muconin; general diastereoselective; trans disubstituted; disubstituted tetrahydropyrans ... See more keywords
Divergent and Diastereoselective Synthesis of α-Monosubstituted and trans-α,β-Disubstituted γ-Lactams from (S)-N,N-Dibenzyl-α-amino Aldehydes via Henry and Michael Reactions
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DOI: 10.1055/s-0040-1706423
Abstract: γ-Monosubstituted and trans-α,β-disubstituted γ-lactams were diastereoselectively synthesized from common intermediates (S)-N,N-dibenzylated aldehydes derived from natural l -(α)-amino acids, employing a divergent approach. The key features of the routes include diastereoselective Henry and Michael reactions that… read more here.
Keywords: amino; michael reactions; trans disubstituted; henry michael ... See more keywords