Stereoselective Synthesis of Cyclopentanones by Reductive Cleavage of 6-Oxonorbornane-2-carboxylates and Its Application to the Synthesis of 1α,25-Dihydroxyvitamin D3 CD Ring

DOI: 10.1021/jo00058a032

Source and publish data:

Journal of Organic Chemistry p. 1483 - 1490 (1993)

Update date:2022-08-04

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Authors:

Nagasawa, Kazuo

Matsuda, Naoto

Noguchi, Yasuo

Yamanashi, Masahiro

Zako, Yoshiro

Shimizu, Isao

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Article abstract of DOI:10.1021/jo00058a032

A novel chiral synthesis of the CD-ring 2 of 1α,25-dihydroxyvitamin D₃ (1a) is described.The optically active D-ring keto ester 3c was prepared by reductive cleavage of 6-oxonorbornane-2-carboxylate 4c with lithium naphthalenide. 1,2-Transposit

Full text of DOI:10.1021/jo00058a032

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