Tetrahedron: Asymmetry

An improved and efficient procedure for the preparation of chiral sulfinates from sulfonyl chloride using triphenylphosphine

Y Watanabe, N Mase, M Tateyama, T Toru

Index: Watanabe, Yoshihiko; Mase, Nobuyuki; Tateyama, Moto-Aki; Toru, Takeshi Tetrahedron Asymmetry, 1999 , vol. 10, # 4 p. 737 - 745

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Citation Number: 22

Abstract

An improved procedure of the Sharpless method for the preparation of chiral sulfinates by triphenylphosphine is described. A mixture of sulfonyl chlorides and diacetone-d-glucose or l-menthol in the presence of triethylamine was treated with triphenylphosphine in CH2Cl2 at 0° C to give the sulfinates in good yields.