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- W3100449202 endingPage "131773" @default.
- W3100449202 startingPage "131773" @default.
- W3100449202 abstract "Enantioselective synthesis of the hexahydroazepine core of (−)-balanol and formal synthesis of cis -3-hydroxypipecolic acid from a common intermediate have been accomplished by a divergent path. The common intermediate was accessed from a favorably protected enantiomerically pure 2-amino-1,3,4-butanetriol (ABT) equivalent via oxidation and Wittig olefination. The synthesis of (−)-balanol heterocycle featured tandem reduction/acetal-deprotection/γ-lactonization reaction and a one-pot azide reduction followed by seven membered aza-heterocycle formation while the route to cis -3-hydroxypipecolic acid highlighted the base induced piperidine ring formation and regioselective benzylidine-acetal cleavage. • Synthesis of piperidine/hexahydroazepine core is accomplished. • Benzylidene acetal is used as prominent chiral C4 building block. • Involves the tandem reduction/acetal deprotection/ γ -lactonization reaction." @default.
- W3100449202 created "2020-11-23" @default.
- W3100449202 creator A5017734858 @default.
- W3100449202 creator A5061513313 @default.
- W3100449202 creator A5074071322 @default.
- W3100449202 date "2021-01-01" @default.
- W3100449202 modified "2023-10-14" @default.
- W3100449202 title "Divergent approach to the synthesis of (-)-balanol heterocycle and cis-3-hydroxypipecolic acid based on chiral 2-aminoalkanol equivalent" @default.
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