Efficient synthesis of chiral Δ2-1,3,4-thiadiazolines from α-pinene and verbenone

被引：10
|
作者：
Sarmiento, Gabriela P. [2 ]
Rouge, Pablo D. [2 ]
Fabian, Lucas [1 ]
Vega, Daniel [1 ,2 ,3 ]
Ortuno, Rosa M. [3 ]
Moltrasio, Graciela Y. [2 ]
Moglioni, Albertina G. [1 ]
机构：
[1] Univ Buenos Aires, Fac Pharm & Biochem, Dept Pharmacol, RA-1113 Buenos Aires, DF, Argentina
[2] Univ Buenos Aires, Fac Pharm & Biochem, Dept Organ Chem, RA-1113 Buenos Aires, DF, Argentina
[3] Univ Autonoma Barcelona, Fac Sci, Belloterra, Spain
来源：
TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 20-22期
关键词：
STEREOSELECTIVE-SYNTHESIS; ACETYLATING CONDITIONS; THIOSEMICARBAZONES; DERIVATIVES; TERPENONES; BEHAVIOR;
D O I：
10.1016/j.tetasy.2011.10.016
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The synthesis of chiral cyclobutane 1,3,4-thiadiazoline derivatives starting from (-)-alpha-pinene and (-)-verbenone was studied. The diastereoisomeric excesses of the products obtained depended strongly upon the starting chiral ketone. The stereochemical assignments of the synthesized compounds were performed by NMR spectroscopy, X-ray analysis, and theoretical calculations. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1924 / 1929
页数：6
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