First asymmetric total synthesis of Us-7 and -8, novel D-seco Corynanthe-type oxindole alkaloids from Uncaria attenuata: structure revision of Us-7 and determination of absolute stereochemistry

• Published in: Organic letters Vol. 5; no. 16; pp. 2967 - 2970
• Main Authors: Takayama, Hiromitsu, Fujiwara, Rika, Kasai, Yasuko, Kitajima, Mariko, Aimi, Norio
• Format: Journal Article
• Language: English
• Published: United States 07-08-2003
• ISSN: 1523-7060
• DOI: 10.1021/ol035128a

[reaction: see text] Starting from (S)-glycidol, the asymmetric total synthesis of novel D-seco Corynanthe-type oxindoles Us-7 and Us-8 was accomplished. The structure of Us-7 was revised from the reported structure 1 with the (3R,7S) form to structure 22 with (3S,7R), and the absolute stereochemistry at C15 of both alkaloids was established.