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Electrophilic amination of racemic and non-racemic allenyltitaniums. One-pot synthesis of α-hydrazinoalkynes from propargylic alcohol derivatives

✍ Scribed by Duk Keun An; Koichiro Hirakawa; Sentaro Okamoto; Fumie Sato

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
214 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Successive treatment of propargylic carbonates or phosphates with a Ti(O-i-Pr)4/2i-PrMgC1 reagent and dialkyl azodicarboxylates gave ct-hydrazinoalkynes in good yields. The reaction, which proceeded with up to 86% chiral transfer, thus has opened up a new route to optically active ct-hydrazinoalkynes from the optically active propargylic compounds.

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