Unprecedented anomalous stereochemistry of halogen additions to syn- and anti-9,9′-bibenzonorbornenylidenes

Autor: Koichi Noda, Yoshiaki Sugihara, Juzo Nakayama
Rok vydání: 2000
Předmět:
Zdroj: Tetrahedron Letters. 41:8907-8911
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01604-x
Popis: Exclusive syn ( cis )-addition of Br 2 to syn -9,9′-bibenzonorbornenylidene ( 1 ) took place to give the corresponding vic -dibromide ( 3 ) quantitatively with retention of the configuration of 1 . Meanwhile, anti ( trans )-addition of Br 2 to anti -9,9′-bibenzonorbornenylidene ( 2 ) also occurred furnishing the same dibromide 3 quantitatively with inversion of the configuration of 2 .
Databáze: OpenAIRE