
TY  - JOUR
A1  - Collins, DJ 
A1  - Downes, LM 
A1  - Kyriakou, M 
T1  - Enolic Ortho Esters. III. Preparation of a Keto Acetal by Hydride Reduction of an Enolic Ortho Ester
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 9
SP  - 1617
EP  - 1622
KW  - 
UR  - https://doi.org/10.1071/CH9891617 
N2  - Lithium aluminium hydride reduction of the enolic ortho ester 4&#8242;,4&#8242;-dimethyl-3,4,5,8-tetra-hydrospiro [2H-l-benzopyran-2,21-[1,3]dioxolan] (8) in the absence of solvent gave 6-[21-(4&#8243;,4&#8243;- dimethyl-1&#8243;,3&#8243;-dioxolan-2&#8243;-yl)ethyl]cyclohex-3-en-1-one (11) which was isomerized to the &#945;'&#946;-unsaturated keto acetal (10). Similarly, hydride reduction of the phenolic ortho ester 4&#8242;-methyl-3,4-dihydrospiro[2H-1-benzopyran-2,2&#8242;-[1,3]dioxolan] (12a) and the 4&#8242;,4&#8242;-dimethyl analogue (12b), afforded the corresponding phenolic acetals (14a) and (14b) respectively, in high yields.&#8242; 
ER  -

