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Diastereoselective conjugate addition of thiols to camphor pyrazolidinone derived chiral α,β-unsaturated carbonyls: synthesis of β-mercaptocarboxylic acid derivatives

✍ Scribed by Chun-Hui Lin; Kung-Shuo Yang; Jia-Fu Pan; Kwunmin Chen

Book ID
104210740
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
228 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Reaction of chiral a,b-unsaturated carboxylic acid derivatives 2a±e derived from camphor pyrazolidinone 1 with thiols aords b-mercaptocarboxylic acid derivatives 3a±e with a wide range of stereoselectivities (up to >90% de). The stereoselectivity as a function of Lewis acid is described. The auxiliary can be easily recovered from the Michael adducts under mild conditions.

📜 SIMILAR VOLUMES

ChemInform Abstract: Diastereoselective
ChemInform Abstract: Diastereoselective Conjugate Addition of Thiols to Camphor Pyrazolidinone Derived Chiral α,β-Unsaturated Carbonyls: Synthesis of β-Mercaptocarboxylic Acid Derivatives.
✍ Chun-Hui Lin; Kung-Shuo Yang; Jia-Fu Pan; Kwunmin Chen 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 39 KB 👁 2 views

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