✦ LIBER ✦
Creation of novel chiral synthons with enzymes and applications to natural product synthesis. 15. Efficient introduction of chiral centers into cyclohexane ring
✍ Scribed by Susumu Kobayashi; Keiji Kamiyama; Takamasa Iimori; Masaji Ohno
- Book ID
- 104233599
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 266 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The chiral half-ester 2 obtained by asymmetric hydrolysis of the symmetric diester 1 with pig liver esterase has been shown to be a versatile synthon for various chiral cyclohexane derivatives.
The stereocontrolled introduction of polyfunctional groups on cyclohexane ring has been well developed in recent years, 2 but the original synthons with the desired absolute configuration are not easily available for such a ring system from natural sources. Asymmetric Diels-Alder reactions using chiral auxiliary reagents 3 (intermolecular)or using chiral Z-diene4 (intramolecular)