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Asymmetric induction in the 1,7 ring closure of diene-conjugated diazo-compounds: a route to chiral 1h-2,3-benzodiazepines

✍ Scribed by Alexander J. Blake; Mervyn Harding; John T. Sharp


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
248 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis


In the cyclisation of the diazo-compound (7) to give the diastereomerit pair of lH-2,3_benzodiazepines (8) and ( 9), alkoxy groups, when present as the medium sized group M, show the opposite effect in promoting face selectivity to that of alkyl groups and the alkoxide ion.

Thus when M=OMe the ( 8):(g) ratio is 92:8 while in contrast when M=O-the ratio is 15:85.

Studies on asymmetric induction have embraced many types of reaction