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Solvent-Free Organocatalytic Asymmetric Conjugate Addition of Thiols to α,β-Unsaturated Aldehydes.

✍ Scribed by Takeru Ishino; Takeshi Oriyama

Publisher
John Wiley and Sons
Year
2007
Weight
25 KB
Volume
38
Category
Article
ISSN
0931-7597

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## Abstract The first example of an organocatalytic asymmetric Michael addition of aldehydes to α,β‐unsaturated thiol esters promoted by chiral diphenylprolinol silyl ether is presented. The reaction occurs with good yields, diastereoselectivity and excellent enantioselectivity.

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Organocatalysis [1] has expanded widely within the last few years, since the rediscovery of the proline-catalyzed aldol reaction. [2] Since then, several different methods, such as fluorination, [3] chlorination, [4] bromination, [5] sulfenylation, [6] amination, [7] and Mannich reactions, [8] have