Asymmetric induction by the cholestanic moiety on tropos species:: Synthesis and stereochemical characterization of bile acid-based biphenyl phosphites

被引:26
作者
Iuliano, A. [1 ]
Facchetti, S. [1 ]
Uccello-Barretta, G. [1 ]
机构
[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
关键词
D O I
10.1021/jo0606453
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three different bile acid-derived biphenyl phosphites were synthesized, starting from cholic and deoxycholic acids and biphenol, and their stereochemical features were checked by CD and NMR spectroscopies. On the basis of the spectroscopic results, the capability of the cholestanic system to induce a prevalent sense of twist on the biphenyl moiety of the bile acid-derived phosphites as well as their tropos nature was inferred.
引用
收藏
页码:4943 / 4950
页数:8
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