Studies Directed at a Synthesis of Morphine Alkaloids. Regiocontrol in Robinson-Type Annelation of 2-(Hydroxymethyl)-4-oxo-3-piperidinecarboxylic Acid γ-Lactones

DOI: 10.1021/jo00223a001

Source and publish data:

Journal of Organic Chemistry p. 4421 - 4425 (1985)

Update date:2022-08-05

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Authors:

Schultz, Arthur G.

Shannon, Paul J.

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Article abstract of DOI:10.1021/jo00223a001

Conjugate reduction of 5a with NaBH4 in THF-pyridine, followed by sequential addition of excess benzaldehyde and ethanolic hydrochloric acid, gives keto lactone 6a, uncontaminated with lactonic alcohol 7a.Annelation of 6a with (2-methoxyphenoxy)methyl vin

Full text of DOI:10.1021/jo00223a001

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