PAPER	Synthesis 2004: 1003-1006   DOI: 10.1055/s-2004-822338
© Georg Thieme Verlag Stuttgart · New York
Dod-S-Me and Methyl 6-Morpholinohexyl Sulfide (MMS) as New Odorless Borane Carriers
Pranab K. Patra, Kiyoharu Nishide*, Kaoru Fuji, Manabu Node*
Department of Pharmaceutical Manufacturing Chemistry, Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan Fax: +81(75)5954775; e-Mail: nishide@mb.kyoto-phu.ac.jp; e-Mail: node@mb.kyoto-phu.ac.jp;
Received 26 January 2004

Abstract

Odorless Dod-S-Me (1) and MMS (3) are developed as efficient borane carriers. The yields of hydroborations and reductions with borane complex 2 of 1 are very high and the recovery of 1 after the reaction is quantitative. The borane complexes 4 and 5 of 3 are also useful. In the latter case chromatographic separation is unnecessary when excess oxidizing agent (alkaline H₂O₂) is used after hydroboration.

Key words

odorless - sulfides - borane - hydroborations - reductions