The Highly Diastereoselective Palladium-Catalyzed Cyclizations. Stereoselective Syntheses of cis-and trans-Disubstituted Hydroxycyclopentanes. -The Pd-catalyzed diastereoselective cyclization of (I) produces the bicyclic lactones (II) as the major products. The selective desulfonation of (IIa) prov
The highly diastereoselective palladium-catalyzed cyclizations. Stereoselective syntheses of cis and trans-disubstituted hydroxycyclopentanes
β Scribed by Young-Ger Suh; Jae-Kyung Jung; Soon-Ai Kim; Dong-Yun Shin; Kyung-Hoon Min
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 215 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A new variant of palladium-catalyzed stereoselective cyclization has been developed. This process provides an excellent 1,2-diastereocontrol of two new stereogenic centers as well as 1,3asymmetric induction. In addition, desulfonylation of the cyclization product with retention of the initial stereochemistry and conversion of the desulfonylation product to the advanced carbaprostacyclin intermediate is described.
π SIMILAR VOLUMES
Total syntheses of (Β±)-cis-195A (1) and (Β±)-trans-195A ( ) have been accomplished by a combination of palladium-catalyzed oxidative cyclization and Beckmann rearrangement as key reactions.
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