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Synthetic microbial chemistry, XXVIII. Synthesis and absolute configuration of (−)-koninginin A

✍ Scribed by Mori, Kenji ;Abe, Kaoru


Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
679 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The absolute configuration of the microbial metabolite (−)‐koninginin A (2‐hexyloctahydro‐2__H__‐3,9a‐epoxy‐1‐benzoxe‐pine‐6,9‐diol, 1) is shown to have the configuration 2__S__,3__S__,6__R__,9__S__ by its synthesis employing the Sharpless asymmetric dihydroxylation.


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✍ Mori, Kenji ;Horinaka, Akio ;Kido, Masaru 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 953 KB

## Abstract The absolute configuration of the antibiotic (+)‐xanthocidin (4,5‐dihydroxy‐5‐isopropyl‐4‐methyl‐2‐methylene‐3‐oxocyclopentane‐1‐carboxylicacid, 1) was shown to be 1__R__,4__S__,5__S__ by the synthesis of its enantiomers. Lipase AK (Amano) was used for the key resolution step, and the a