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Synlett 2014; 25(6): 876-880
DOI: 10.1055/s-0033-1340817
DOI: 10.1055/s-0033-1340817
letter
Thio-Michael–Aldol–Cyclization Cascade of N-Enoyl Thiazolidinethiones with Aliphatic Aldehydes and Cyclic Ketones
Further Information
Publication History
Received: 25 November 2013
Accepted after revision: 17 January 2014
Publication Date:
06 March 2014 (online)
Abstract
A thio-Michael–aldol–cyclization cascade reaction of N-enoyl thiazolidinethiones with aliphatic aldehydes and cyclic ketones was promoted by Ti(IV) chloride to deliver highly complex tricyclic adducts possessing a carbon atom tetrasubstituted with heteroatoms and up to four stereogenic centers in good to very good yields.
Key words
asymmetric synthesis - cascade reaction - chiral auxiliaries - thiazolidinethiones - Ti(IV) chlorideSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
Primary Data
- for this article are available online at http://www.thieme-connect.com/ejournals/toc/synthesis and can be cited using the following DOI: 10.4125/pd0055th.
- Primary Data
-
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