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Synthesis of the [5−7−6] Tricyclic Core of Guanacastepene A via an Intramolecular Mukaiyama Aldol Reaction

✍ Scribed by Du, Xiaohui; Chu, Hiufung V.; Kwon, Ohyun


Book ID
126268071
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
95 KB
Volume
5
Category
Article
ISSN
1523-7060

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Treatment of 2a, b with LiAIH 4 gave the [61 and [7]metacyclophanols 4 and8 in good yields. The reactions of 4 and 8 with MeSO2CI in the presence of Et3N in CH2CI 2 rapidly proceeded to give the corresponding strained tricyclic ethers 6 and 10 via an intramolecular version of the SN2 reaction. This