Stereoselective addition reactions to chiral N-benzylidene-p-toluenesulfinamides. Application to the synthesis of optically active 1,2-diphenylethylamines
✍ Scribed by Pascale Moreau; Munir Essiz; Jean-Yves Mérour; Daniel Bouzard
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 528 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0957-4166
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✦ Synopsis
An efficient and enantiospecific synthesis of substituted 1,2-diphenylethylamines 5 from benzaldehydes is described using a recyclable chiral auxiliary.
📜 SIMILAR VOLUMES
Ettlcient 1.2-asymmetric induction was realized in the addition ot a l-hydroxyalkyl radical (R2(7-OIt) to 3-hydroxy-l-(methylthio)-l-Cp-tolylsulfonyl)-l-alkenes and their acetates (1): Irradiationot l and benzophenone in an 'alcohol (R2CHOH) gave an adduct (2) with a high syn selectivity. Optically
The chiral formylferrocenes 2-5 have been readily prepared in good yields by ortho-lithiation of the TMS-blocked orunblocked aminoferrocenes and subsequent reaction with DMF. The stereochemistry of the reaction of 2 with organometallic reagents has been examined. Reactions of 2 with Grignard and org