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Diastereocontrol in the Synthesis of Models of Rings C and D of Phorbol: Directing Effect of an Ether Substituent on Lithium Carbenoid Mediated Cyclopropanation

✍ Scribed by Michael G. B. Drew; Laurence M. Harwood; Antonio J. Macías-Sánchez; Richard Scott; R. M. Thomas; Daniel Uguen


Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
77 KB
Volume
113
Category
Article
ISSN
0044-8249

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Diastereocontrol in the Synthesis of Mod
✍ Michael G. B. Drew; Laurence M. Harwood; Antonio J. Macías-Sánchez; Richard Scot 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 77 KB

The diastereocomplementarity of halo- and alkylcarbenes (paths a and b, respectively) was shown in the cyclopropanation reaction of 1. The conversion of 1 into 7,7-dimethylbicyclo[4.1.0]heptan-1,2-diols (±)-2 and (±)-3 represents an important transformation in a synthetic strategy towards phorbol de