Synthesis and Diels-Alder reactions of t-butyl and t-butyl, methyl (S)s-2-p-tolylsulfinylmaleates, chiral synthetic equivalents of monoalkyl and mixed dialkyl acetylenedicarboxylates
✍ Scribed by Inés Alonso; J.Carlos Carretero; José L. García Ruano
- Book ID
- 104225125
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 298 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The reaction of t-butyl p-tolylsulfinylacetate with glyoxyltc acid yielded maleate monoester 1, whose methylat!on afforded asymmetrlc dlester 2. Conditions in which 1 and 2 react with cyclopentadiene exhibiting htgh faoal and endo selectlvities are reported. 3.-See for example. a) P.
📜 SIMILAR VOLUMES
Chiral dienophiles l-3 undergo highly exo and diasfereoface selective Die/s-Alder reactions. The Die/s-Alder reactions of 3 are also highly exo selective under Lewis acid catalyzed conditions. In connection with an ongoing effort in the natural products arena we required a highly diastereoselective