Pentacovalent Oxaphosphorane Chemistry in Organic Synthesis. 2. Total Syntheses of (+/-)-trans- and (+/-)-cis-Neocnidilides

DOI: 10.1021/jo00007a017

Source and publish data:

Journal of Organic Chemistry p. 2326 - 2332 (1991)

Update date:2022-08-04

Topics:

Authors:

McClure, Cynthia K.

Jung, Kang-Yeoun

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Article abstract of DOI:10.1021/jo00007a017

Both (+/-)-trans- and (+/-)-cis-neocnidilides (1 and 2) have been synthesized via the route illustrated in Scheme III.The condensation of the 1,2λ⁵-oxaphospholene 5b with valeraldehyde produced the highly substituted phosphonates 12s and 12a, which were transformed via an intramolecular Wadsworth-Horner-Emmons olefination reaction to the title compounds.

Full text of DOI:10.1021/jo00007a017

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