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

✍ Scribed by Yoshiaki Sugihara; Koichi Noda; Juzo Nakayama

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
97 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

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.

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