1044263-22-0

Upstream product

• 1092813-73-4 C₁₁H₂₁NO₅ 
• 821-41-0 5-Hexen-1-ol 
• 1299472-54-0 C₈H₉Cl₃INO 
• 1299472-56-2 (1S,2R)-1-(2',2',2'-trichloromethylcarbonylamino)-2-hydroxycyclohex-3-ene 
• 1299472-57-3 (1S,2S,3S,4S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3,4-trihydroxycyclohexane 
• 62179-18-4 (2E)-octa-2,7-dien-1-ol 
• 55282-91-2 ethyl (2E)-2,7-octadienoate 
• 763103-23-7 2,2,2-Trichloro-acetimidic acid (E)-octa-2,7-dienyl ester 

Relevant academic research and scientific papers

Stereoselective synthesis of polyhydroxylated aminocyclohexanes

The stereoselective synthesis of a series of di- and tri-hydroxylated aminocyclohexane derivatives has been developed. A one-pot, two step tandem process involving an Overman rearrangement and a ring closing metathesis reaction has been utilised for the asymmetric synthesis of (1S)-1-(2′, 2′,2′-trichloromethylcarbonylamino)cyclohexa-2-ene. Oxidation of this cyclohexene derivative was then studied leading to the preparation of two diol analogues in excellent stereoselectivity. (1S)-1-(2′,2′, 2′-trichloromethylcarbonylamino)cyclohexa-2-ene was then converted to a novel allylic alcohol via a 4,5-dihydro-1,3-oxazole. Functionalisation of this allylic alcohol by Upjohn dihydroxylation conditions or by a directed epoxidation/hydrolysis sequence of reactions allowed the synthesis of two dihydroconduramines in excellent stereoselectivity. The stereochemical assignment of all compounds prepared was confirmed by NOE experiments or X-ray structure determination.

Use of enantiomerically pure 7-azabicyclo[2.2.1]heptan-2-ol as a chiral template for the synthesis of aminocyclitols

(Chemical Equation Presented) Using enantiopure 7-azabicyclo[2.2.1]heptane- 2-ol, the synthesis of cis- as well as trans-2-aminocyclohexanols, dihydroconduramine E-1, and ent-conduramine F-1 has been described.