Chiral acetylenic sulfoxides and related compounds in organic synthesis

Albert W. M. Lee, W. H. Chan

Research output: Chapter in book/report/conference proceedingChapterpeer-review


Sulfoxide, sulfinate and sulfonate are used as activators of acetylenic or vinyl units. Several a, β unsaturated synthons, namely acetylenic sulfoxide (1), vinyl sulfoxide (2), acetylenic sulfinate (3), acetylenic sulfonate (4), and l-propene-l, 3-sultone (5) are developed. Their applications in Diels-Alder reactions, heterocycle and alkaloid syntheses are also investigated. For the chiral acetylenic sulfoxide, the sulfoxide moiety not only enables chemical activation of the acetylene unit, it can also induce stereochemical control at the adjacent carbon centers to achieve enantioselective synthesis.
Original languageEnglish
Title of host publicationStereoselective Heterocyclic Synthesis II. Topics in Current Chemistry, vol 190
EditorsMetz Peter
PublisherSpringer Berlin Heidelberg
Number of pages27
ISBN (Print)9783540627005
Publication statusPublished - 19 Apr 2008

Publication series

NameTopics in Current Chemistry
ISSN (Print)0340-1022


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