Synthesis of oxathiane and morpholine from acyclic precursors: a modified Mitsunobu reaction

被引：8

作者：

Paul, Nidhin ^{[1
]}

Kaladevi, Selvam ^{[1
]}

Beneto, Arockiam Jesin ^{[1
]}

Muthusubramanian, Shanmugam ^{[1
]}

Bhuvanesh, Nattamai ^{[2
]}

机构：

[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India

[2] Texas A&M Univ, Dept Chem, College Stn, TX 77843 USA

来源：

TETRAHEDRON | 2012年 / 68卷 / 34期

关键词：

ENANTIOSELECTIVE SYNTHESIS; NAZAROV CYCLIZATION; ORGANOSULFUR COMPOUNDS; ALLYLIC SUBSTITUTION; EFFICIENT SYNTHESIS; GLYCOSYL DONORS; SULFONIUM IONS; DERIVATIVES; ANALOGS; 1,4-OXATHIANES;

D O I：

10.1016/j.tet.2012.06.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of a set of isomeric 2,4,6-triarylmorpholines and 2,6-diaryloxathianes from the corresponding 1,5-diols has been described. The method provides an efficient route to six-membered heterocycles from acyclic diols and is found to be better than Mitsunobu procedure in yield and waste management. In a related study, the ring contraction of pyranone to two isomeric cyclopentenone derivatives through Nazarov reaction has been noticed. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：6892 / 6901

页数：10

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