Tetrahedron

A practical method for building linear and cyclic triamines from (2-trimethylsilyl) ethanesulfonamides (SES-amides)

LL Parker, ND Gowans, SW Jones, DJ Robins

Index: Parker, Laurie L.; Gowans, Nicholas D.; Jones, Stephen W.; Robins, David J. Tetrahedron, 2003 , vol. 59, # 51 p. 10165 - 10171

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Citation Number: 13

Abstract

SES-chloride has been obtained in higher yield and purity by improving Weinreb's original procedure, allowing efficient access to the primary SES-amide. Linear triamines can be built conveniently from the SES-amide in high yields, with the potential for orthogonal protection. The modified Richman–Atkins cyclisation of SES-amides allows access to novel biologically interesting triazamacrocycles with combinations of three-, four-, five-and six-carbon ...