40154-00-5Relevant academic research and scientific papers
Construction of functionalized indans by thallium(III) promoted ring contraction of 3-alkenols
Ferraz, Helena M.C,Silva Jr., Luiz F
, p. 9939 - 9949 (2001)
An efficient four step protocol for the construction of functionalized indans was developed. 1-Tetralones were transformed into unsaturated esters by Reformatsky reaction with bromo-esters (ethyl 2-bromopropionate, ethyl bromoacetate or ethyl 2-bromobutyrate), followed by dehydration of the β-hydroxy-ester formed. Reduction of the ester moiety led to homoallylic alcohols bearing an endocyclic double bond. The oxidative rearrangement of these 3-alkenols was performed by thallium trinitrate (TTN) in a 2:1 mixture of AcOH/H2O, leading to the ring contraction products in moderate to very good yield. Fourteen examples of this sequence were studied. The oxidation of 3-alkenols prepared from 2-tetralones with TTN was also investigated. With these substrates the ring contraction reaction was not observed.
Synthesis of novel molecular probes inspired by harringtonolide
Hegde, Vinayak,Campitelli, Marc,Quinn, Ronald J.,Camp, David
experimental part, p. 4570 - 4579 (2011/07/29)
A novel harringtonolide-inspired scaffold containing a cycloheptatriene ring and two fused cyclopentane rings has been synthesised from simple starting materials. The scaffold, containing a similar substitution pattern and relative stereochemistry to the
