Non-cross-linked polystyrene supported cyclosulfamide: A new chiral auxiliary for highly stereoselective alkylation reactions

Taotao Lu , Junqi Nie , Zuxing Chen , Guichun Yang , Cuifen Lu

Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (6) : 1051 -1056.

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Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (6) : 1051 -1056. DOI: 10.1007/s40242-014-4212-x
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Non-cross-linked polystyrene supported cyclosulfamide: A new chiral auxiliary for highly stereoselective alkylation reactions

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Abstract

The asymmetric alkylation reactions induced by non-cross-linked polystyrene supported cyclosulfamide chiral auxiliary occurred in moderate to good yields with a very high stereoselectivity(e.e.>99%). Compared to non-supported cyclosulfamide chiral auxiliary, this chiral auxiliary can be recovered by simple precipitation and filtration, and could be reused at least four cycles without appreciable reduction in the yield or stereoselectivity.

Keywords

Polystyrene / Cyclosulfamide / Chiral auxiliary / Alkylation reaction

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Taotao Lu, Junqi Nie, Zuxing Chen, Guichun Yang, Cuifen Lu. Non-cross-linked polystyrene supported cyclosulfamide: A new chiral auxiliary for highly stereoselective alkylation reactions. Chemical Research in Chinese Universities, 2014, 30(6): 1051-1056 DOI:10.1007/s40242-014-4212-x

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