Enolic Ortho Esters. III. Preparation of a Keto Acetal by Hydride Reduction of an Enolic Ortho Ester
Keyword(s):
Lithium aluminium hydride reduction of the enolic ortho ester 4′,4′-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″,4″- dimethyl-1″,3″-dioxolan-2″-yl)ethyl]cyclohex-3-en-1-one (11) which was isomerized to the α'β-unsaturated keto acetal (10). Similarly, hydride reduction of the phenolic ortho ester 4′-methyl-3,4-dihydrospiro[2H-1-benzopyran-2,2′-[1,3]dioxolan] (12a) and the 4′,4′-dimethyl analogue (12b), afforded the corresponding phenolic acetals (14a) and (14b) respectively, in high yields.′
1967 ◽
Vol 8
(52)
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pp. 5261-5263
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1983 ◽
Vol 24
(13)
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pp. 1411-1414
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1973 ◽
Vol 56
(5)
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pp. 1646-1655
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1967 ◽
Vol 8
(11)
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pp. 971-974
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Keyword(s):
1971 ◽
pp. 465a
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1992 ◽
Vol 0
(6)
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pp. 493-494
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Keyword(s):
1981 ◽
Vol 35b
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pp. 407-410
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