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SYNTHESIS OF 11-COREY'S 11-DEOXYALDEHYDE - A PROSTAGLANDIN SYNTHON - FROM 1,5-CYCLOOCTADIENE
Dyadchenko, M. A.; Danilova, G. A.; Spanig, I.; Schick, G.; Pivnitskii, K. K.

Source details: J.Org.Chem.USSR (Engl.Transl.) 1990, 26 : 12 2198-2202.
Document type: Journal
CODEN: JOCYA9
Language: EN
CNR: 5589330
Original Source: Zh.Org.Khim. 1990, 26 : 12 2536-2542.
CODEN: ZORKAE
Language: RU
Abstract
A new scheme was developed for the synthesis of 6-formyl-cis-2-oxabicyclo[3.3.0]octan-3-ones epimeric with respect to the aldehyde group, which are prostaglandin synthons and 11-deoxy analogs of Corey's aldehyde previously used in prostanoid synthesis.The starting material was 1,5-cyclooctadiene, which gives the synthons with an overall yield of up to 24% in five or eight stages in the two versions of the scheme.

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