1-Allyl-1-cycloalkanols

The reagent oxidizes benzyl and allyl alcohols to carbonyl compounds in high yield. Yields are low for primary alkanols and cycloalkanols ( 30%).1... 

Me3SiPdSnBu3 is formed primarily from 6/1-237, which then adds to the allene moiety in 6/1-236 to give a a- or jc-allyl palladium complex. This undergoes an intramolecular carbonyl allyl addition to afford the cis-cycloalkanols 6/1-238 (Scheme 6/1.61). 

Hydroformylation. Spiropyrans are formed from 1-allyl-l-cycloalkanols in the Rh-catalyzed hydroformylation. 

A broad structural range of racemic secondary mono-, bi- and tricyclic acylated alcohols are substrates in lipase-catalyzed enantiomer-differentiating hydrolysis as the examples 1-90 of Table 11.1-16 reveal. A large number of cis- and trans-cycloalkanols bearing a functional group in 2-position (1-20, 25, 26, 58-62) is thereby available in enantiomerically pure form. Enantiomer selectivity in the case of cyclic allylic alcohols where the double bond bears no other substituent in the exposition is frequently low. Through a temporary substrate modification such as mono- or dibromination, enantiomerically pure cyclic allylic alcohols may also be obtained in these cases (51, 52). 

Reduction of 2-arylidenecycloalkanones Formation of rran5-2-arylmethyl-cycloalkanols is the result of a directed hydroalumination of the immediate allylic alcohols. 

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