Palladium-catalyzed synthesis of indane and cyclobuta[a]indenes from homoallylic alcohols derived from Baylis–Hillman adducts: base-dependent stereoselectivity for the benzylidene group in cyclobuta[a]indene

Tetrahedron ◽  
2011 ◽  
Vol 67 (19) ◽  
pp. 3328-3336 ◽  
Author(s):  
Ko Hoon Kim ◽  
Se Hee Kim ◽  
Sunhong Park ◽  
Jae Nyoung Kim
Keyword(s):  
Homoallylic Alcohols ◽  
Palladium Catalyzed

Hydroxyl Group-Assisted Palladium-Catalyzed Lactonization of Homoallylic Alcohols

ChemCatChem ◽  
2014 ◽  
Vol 6 (2) ◽  
pp. 561-566 ◽  
Author(s):  
Liangbin Huang ◽  
Qian Wang ◽  
Wanqing Wu ◽  
Huanfeng Jiang
Keyword(s):  
Hydroxyl Group ◽  
Homoallylic Alcohols ◽  
Palladium Catalyzed

Synthesis of (Z)-Alkene-Containing Linear Conjugated Dienyl Homoallylic Alcohols by a Palladium-Catalyzed Three-Component Reaction

Synlett ◽  
2020 ◽  
Vol 31 (13) ◽  
pp. 1323-1327
Author(s):  
Yoshikazu Horino ◽  
Juri Sakamoto ◽  
Miki Murakami ◽  
Miki Sugata
Keyword(s):  
Present Method ◽  
Functional Group ◽  
Homoallylic Alcohols ◽  
Three Component Reaction ◽  
Palladium Catalyzed

A synthesis of (Z)-alkene-containing linear conjugated dienyl homoallylic alcohols by using a palladium-catalyzed three-component reaction has been developed. This method shows good functional-group compatibility and generality, with high diastereoselectivity. Additionally, in many cases, the present method controls the alkene stereochemistry of the newly formed C–C bond and overcomes the inherent preference for (E)-alkene formation, giving (Z,E)- and (Z,Z)-products.

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