81452-70-2Relevant academic research and scientific papers
Stereoselective [4+2]-Cycloaddition with Chiral Alkenylboranes
Brown, M. Kevin,Houk, K. N.,Ni, Dongshun,Witherspoon, Brittany P.,Zhang, Hong,Zhou, Chen
supporting information, p. 11432 - 11439 (2020/05/18)
A method for the stereoselective [4+2]-cycloaddition of alkenylboranes and dienes is presented. This transformation was accomplished through the introduction of a new strategy that involves the use of chiral N-protonated alkenyl oxazaborolidines as dieneophiles. The reaction leads to the formation of products that can be readily derivatized to more complex structural motifs through stereospecific transformations of the C?B bond such as oxidation and homologation. Detailed computation evaluation of the reaction has uncovered a surprising role of the counterion on stereoselectivity.
Gold(I)-catalyzed tandem C-H and C-C activation (Cleavage)
Jiang, Min,Liu, Le-Ping,Shi, Min,Li, Yuxue
supporting information; experimental part, p. 116 - 119 (2010/03/04)
Chemical Equation Presented (Cyclopropylidenecyclohexyl)benzene derivatives, a kind of methylenecyclopropane (MCP) containing a cyclohexyl group, can undergo an interesting tandem intramolecular C-H and C-C bond activation through dehydrogenated rearrangement in the presence of AuPPh 3Cl/AgOTf by transferring three hydrogen atoms from cyclohexane to cyclopropane, affording the corresponding biaryl derivatives in moderate to good yields. The reaction mechanism has also been carefully investigated by deuterium labeling experiments and DFT calculations
Diels-Alder reactions of 2-alkenylboranes and cis-1-alkenylboranes. Anomalous selectivity that allows a choice of regiochemistry
Singleton,Kim,Martinez
, p. 3071 - 3074 (2007/10/02)
2-Alkenyl- and cis-1-alkenylboranes are highly reactive Diels-Alder dienophiles which display unusual selectivity patterns. By taking advantage of a reversal of regiochemistry of reactions with alkenyldihalo- versus alkenyldialkylboranes, any desired regioisomeric product may be favored, usually with very high selectivity.
CYCLOHEXENOL ANNULATION VIA THE ALKOXY-ACCELERATED REARRANGEMENT OF VINYLCYCLOBUTANES
Danheiser, Rick L.,Martinez-Davila, Carlos,Sard, Howard
, p. 3943 - 3950 (2007/10/02)
The lithium and potassium salts of 2-vinylcyclobutanols undergo vinylcyclobutane rearrangement at 25-70 gradC, providing an efficient method for the synthesis of 3-cyclohexenol derivatives. 2-Vinylcyclobutanones are prepared from α,β-unsaturated carbonyl
