Synthesis p. 106 - 108 (1988)
Update date:2022-08-04
Topics:
Nishiyama, Kozaburo
Yamaguchi, Tomoko
Whereas tin(II) chloride, or zinc chloride, catalyzed reaction of trimethylsilyl azide (TMSA) with carbonyl compounds gave gem-diazides 3, a catalytic amount of sodium azide/15-crown-5 promoted an addition reaction of TMSA toward these compounds to give α-siloxy azides 2 exclusively.A stereoelectronic effect was found to be important for these reactions.
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(1989)