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2005
Hydroxylamine derivatives
P 0050
Synthesis of Modified Weinreb Amides: N-tert-Butoxy-N-methylamides as EffecAcylating Agents. — Two efficient routes to substrate (I) are developed which are
02- 057 tive
used for the synthesis of modified Weinreb amides (III). The latter exhibit similar
reactivity towards nucleophiles producing aldehydes and ketones in good yields.
Application of the method to the preparation of the desired intermediate (XI) of
(-)-isoavenaciolide prevents the dealkoxylative side reaction, but minor amounts of the
unexpected rearrangement product (XII) are also formed. — (LABEEUW, O.;
PHANSAVATH*, P.; GENET, J.-P.; Tetrahedron Lett. 45 (2004) 38, 7107-7110; Lab.
Synth. Sel. Org. Prod. Nat., CNRS, Ec. Natl. Super. Chim., F-75231 Paris, Fr.; Eng.)
— Mais
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