A novel stereoselective synthesis of the ring AB podocarpate system
โ Scribed by Ling Lu; Richard K. Shoemaker; Desmond M.S. Wheeler
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 209 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A new way of stereoselectively synthesizing rings A and B of podocarpate has been developed; the correct stereochemistry at C, is obtained during a cyclization linking Cz to C,. Although members of the family of norditerpenoid dilactones that includes inumakilactones, podolactones, nagilactones, podolide, and the sellowins,' (e.g.1 ), show interesting biological activities,' they have attracted little attention from synthetic chemists. 3 Apparently only four syntheses have been completed: that of nagilactone F from podocarpic acid& and three syntheses of the related mold metabolite LL-Z1271a4.
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We report a novel, facile and stereoselective approach to the indolizino[8,7-b]indole ring system from a readily available, non-racemic chiral template.