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Siloxy Alkynes in Annulation Reactions
Author(s) -
Qian Hui,
Zhao Wanxiang,
Sun Jianwei
Publication year - 2014
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201402042
Subject(s) - annulation , ring (chemistry) , chemistry , combinatorial chemistry , reactivity (psychology) , scope (computer science) , molecule , organic chemistry , catalysis , computer science , medicine , alternative medicine , pathology , programming language
Siloxy alkynes are a family of versatile species in organic synthesis. This account reviews the annulation reactions of siloxy alkynes for the synthesis of a variety of carbo‐ and heterocyclic products. With various dipolarophiles or dipolarophile‐like reaction partners, siloxy alkynes are capable of forming small (three‐ to six‐membered) rings. Recently, we have expanded the scope to the synthesis of medium‐ and large‐ring lactones, enabled by the design of new amphoteric molecules as well as a new ring‐expansion strategy. These annulation reactions provide not only practically useful syntheses of cyclic molecules, but also important understanding of the fundamental reactivity of siloxy alkynes.