A rapid access to both enantiomers of 1,2,3,4-tetranor b-trienic 18,18,18-trifluorosteroids. The first enantiocontrolled total synthesis of 18,18,18-trifluorosteroids

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Date: Feb. 10, 1995
From: Journal of Organic Chemistry(Vol. 60, Issue 3)
Publisher: American Chemical Society
Document Type: Article
Length: 47 words

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Abstract :

Thermolysis of chiral olefinic benzocyclobutenes generates both enantiomers of 1,2,3,4-tetranor B-trienic 18,18,18-trifluorosteroids. Synthesis of chiral olefinic benzocyclobutenes involves a vital step of the aldol reaction of 2-(4-methoxybenzocyclobutenyl-1)acetaldehyde with chiral oxazolidinone. Incorporation of the A-ring into one of the enantiomers facilitates the enantio controlled total synthesis of 18,18,18-trifluorosteroids.

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Gale Document Number: GALE|A16916144