26560-14-5Relevant articles and documents
PROCESS FOR MAKING A CONJUGATED DIENE FROM AN ALLYL ALCOHOL
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Page/Page column 36, (2022/01/05)
An in-situ method for making a conjugated diene from an allyl alcohol comprising the conversion of the allyl alcohol to an allyl carbonate, allyl ester or allyl formate with concomitant or subsequent conversion of the allyl carbonate, allyl ester or allyl formate to the conjugated diene; the products obtained by said method, and the uses of said products.
Highly regio- and stereoselective synthesis of (Z)-trisubstituted alkenes via propyne bromoboration and tandem Pd-catalyzed cross-coupling
Wang, Chao,Tobrman, Tomas,Xu, Zhaoqing,Negishi, Ei-Ichi
supporting information; experimental part, p. 4092 - 4095 (2009/12/06)
Contrary to all previous reports, bromoboration of propyne with BBr 3 proceeds in ≥98% syn-selectivity to produce (Z)-2-bromo- 1propenyldibromoborane (1). Although 1 Is readily prone to stereoisomerization, It can be converted to the pinacolboronate (2) of ≥ 98% isomeric purity by treatment with pinacol. which may then be subjected to Negishi coupling to give tri substituted (2)-alkenylpinacolboronates (3) containing various R groups In 73-90% yields. Iodinolysis of 3 affords alkenyl iodides (4) In 80-90% yields. All alkenes isolated and identified are ≥98% Z.
Anti-Carbometalation of Homopropargyl Alcohols and Their Higher Homologues via Non-Chelation-Controlled Syn-Carbometalation and Chelation-Controlled Isomerization
Ma, Shengming,Negishi, Ei-Ichi
, p. 784 - 785 (2007/10/03)
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