211992-53-9Relevant academic research and scientific papers
Novel [1,N]-Carbon to Carbon Rearrangement of an Ester Group via Organotitanium Intermediates Wherein the N Varies from 2 to 5. Full Scope and Limitation Leading Predominantly to the Rearrangement
Yamazaki, Takanori,Urabe, Hirokazu,Sato, Fumie
, p. 1673 - 1681 (1998)
Malonates and methanetricarboxylates having an unsaturated side chain such as 2, 12, 20, 22, 24, 31, or 37 underwent a new ester rearrangement reaction promoted by (η2-propene)Ti(O-i-Pr)2 to afford the succinate derivative 4 or α,β-unsaturated ester 17, 21, 23, 25, 34, or 38 via the migration of the ester group from its original bis- or tris-ester position to the acetylene- or olefin-litanium complex. It has been found that the side reactions competing with the desired migration are dealkylation of the side chain of the ester and a simple cyclization. The substrates and conditions which allow the ester migration a preferential path were determined as well as the scope and limitation of this reaction.
Synthesis of 1,3-disubstituted naphthalenes from the Baylis-Hillman acetates with the aid of manganese(III) acetate
Im, Yang Jin,Lee, Ka Young,Kim, Taek Hyeon,Kim, Jae Nyoung
, p. 4675 - 4678 (2007/10/03)
1,3-Disubstituted naphthalene derivatives can be easily synthesized from Baylis-Hillman acetates by successive reaction: (1) SN2' type reaction with diethyl malonate or ethyl nitroacetate; (2) manganese(III) acetate-assisted radical cyclization
