Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement-cycloisomerization cascade as a route to spirocyclic furans

Yeom, Hyun Suk; Yoon, Suk Jae; Shin, Seunghoon

doi:10.1016/j.tetlet.2007.05.067

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Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement-cycloisomerization cascade as a route to spirocyclic furans

Yeom, Hyun Suk;
Yoon, Suk Jae;
Shin, Seunghoon

Citations

WEB OF SCIENCE

35

Citations

SCOPUS

37

초록

Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem (3,3]-sigmatropic rearrangement-cycloisomerization is reported.

키워드

CATALYZED RING EXPANSION; GOLD CATALYSIS; GOLD(I)-CATALYZED SYNTHESIS; EFFICIENT SYNTHESIS; PROPARGYLIC ESTERS; CYCLIZATION; TRANSFORMATION; ALCOHOLS; KETONES; ACCESS

제목: Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement-cycloisomerization cascade as a route to spirocyclic furans

저자: Yeom, Hyun Suk; Yoon, Suk Jae; Shin, Seunghoon

DOI: 10.1016/j.tetlet.2007.05.067

발행일: 2007-07

유형: Article

저널명: Tetrahedron Letters

권: 48

호: 28

페이지: 4817 ~ 4820