Total synthesis of prostaglandins. II. Prostaglandin E1
β Scribed by Sih, Charles J.; Price, Philip; Sood, Rattan; Salomon, Robert G.; Peruzzotti, George; Casey, Martha
- Book ID
- 121288777
- Publisher
- American Chemical Society
- Year
- 1972
- Tongue
- English
- Weight
- 236 KB
- Volume
- 94
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
Methyl ll-tert-butyldimethylsilyloxyeicosa-8~Z),l2~E),l4(E)trienoate was stereoselectively cyclized by treatment with Hg(OCOCF3j2 to give a properly functionalized PG skeleton, which was converted to PGEl in good over all yield.
We wish to report the synthesis of prostaglandin E2 (PGE2, &) via conjugate addition of the vinyl cupratez, derived from trans-3(E)-(l-ethoxyethoxy)l-iodo-l-octene (3b), to 2-(6-carbomethoxy-~-2-hexenyl)-4(R)-(2-tetrahydropyranyloxy)-2-cyclopenten-l-one (s). We also describe herein a novel synthesis