1903-26-0Relevant articles and documents
Claisen rearrangement based methodology for the spiroannulation of a cyclopentane ring. Formal total synthesis of (±)-acorone and isoacorones
Srikrishna,Praveen Kumar
, p. 8189 - 8195 (2007/10/03)
A Claisen rearrangement based methodology for spiroannulation of a cyclopentane ring to cyclic precursors and its application in the formal total synthesis of acorones 1 is described. Thus, Claisen rearrangement of 2-cycloalkylideneethanols 12 with 2-methoxypropene and a catalytic amount of mercuric acetate generates 4,4-substituted hex-5-en-2-ones 13. Ozonolytic cleavage of the terminal olefin in the enones 13 and intramolecular aldol condensation of the resulting keto-aldehydes 14 furnishes the spiroannulated compounds 15. (C) 2000 Elsevier Science Ltd.
A simple strategy for spirocyclopentannulation of cyclic ketones. Formal total synthesis of (±)-acorone
Srikrishna, Adusumilli,Kumar, P. Praveen,Viswajanani, Ranganathan
, p. 1683 - 1686 (2007/10/03)
A general and simple methodology for spirocyclopentannulation of cyclic ketones (or 4,4-disubstituted cyclopentenones from acyclic ketones) and its application in the synthesis of the spirodienone 7 via a prochiral precursor constituting a formal total synthesis of (±)-acorone (6), are described.
STNTHESIS OF 13-OXABICYCLOPENTADECANE FROM CYCLODODECANONE
Zakharkin, L. I.,Churilova, I. M.,Ovseenko, S. T.
, p. 1696 - 1699 (2007/10/02)
A simple method was developed for the synthesis of 12-oxabicyclopentadecane from cyclododecanone through α-allylcyclododecanone .A mixture of cyclododecenylacetc and cyclododecenylideneacetic acids, the nitriles of these acids, and their ethyl esters was obtained from cyclododecanone, and the composition of the equilibrium mixture of compounds was established by means of the PMR spectra. 14-Oxo-13-oxabicyclopentadecane was obtained by the cyclization of cyclododecenylacetic acid and the cyclization of 2-hydroxycyclododecylacetic acid
