✍ Scribed by Jordi Bach; Jordi Garcia
No coin nor oath required. For personal study only.
A flexible, efficient route to chiral 3-hydroxy-4-methyl-and 3-hydroxy-4-methoxyalkanoic acids, with high control of the C(3) configuration, has been disclosed, which is based on the borane-mediated reduction of ltrimethylsilyl-l-alkyn-3-ones (6) in the presence of oxazaborolidine 7 followed by hydroboration of the resulting propargylic alcohols 4 and 5. This strategy has been applied to the synthesis of the Octalactin A ring.
📜 SIMILAR VOLUMES
A tandem stereoselective reduction-olefination reaction of ethyl 2-acyl-2-fluoro-2-diethylphosphonoacetate employing NaBH 4 in EtOH was developed. The one-pot reaction gave a-fluoro-a,b-unsaturated esters with excellent (Z)-selectivity. A plausible mechanism involving a diastereoselective reduction
Erythro-a, B-epoxy alcohols were prepared in high stereoselectivity by zinc borohydride reduction of the corresponding a, B-epoxy ketones regardless of the substituents on the epoxide ring. Epoxidation of the ally1 alcohols (L) with tert-butyl hydroperoxide catalyzed by VO(acac)2 was reported to giv