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A selective Cu(II)/Fe(III)-mediated hydrogenation of steroidal haloalkenes in the presence of hydrazine

✍ Scribed by Kai-Hsuan Chang; Malikah N. Jenkins; Hsin-Ru Wu; Wen-Shan Li

Book ID: 104252935
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 110 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02875-7

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✦ Synopsis

A new system for hydrogenation of haloalkenes is reported. Cu(II)/Fe(III)-mediated selective hydrogenation of steroidal haloalkenes in the presence of hydrazine proves to be a very efficient method for the synthesis of 17b-halosteroids, potential candidates as antiestrogens or androgen receptor-mediated imaging agents. The reaction stereospecifically affords b-haloalkanes without any concomitant formation of dehalogenation products.

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