Tetrahedron p. 471 - 486 (1998)
Update date:2022-09-26
Topics:
Asaoka, Morio
Tanaka, Michiko
Houkawa, Takashi
Ueda, Tsuyoshi
Sakami, Satoshi
Takei, Hisashi
Diastereocontrolled reactions with 3-iodozinc-2-methylbutanamide were examined. When the iodozinc reagent was reacted with aromatic and α,β- unsaturated aldehydes in the presence of iodotrimethylsilane, C2-C3 anti- derivatives were obtained almost exclusively. Whereas, after transmetallation to Ti(IV), the reaction with aldehydes gave C2-C3 syn-derivatives exclusively. Acylation of the zinc reagent with acid chlorides in the presence of Pd(0) catalyst gave C2-C3 syn-derivatives.
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(1998)
